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Original Papers

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2020

Phosphinative cyclopropanation of allyl phosphates with lithium phosphides
Shintani, R.; Ohzono, A.; Shirota, K.
Chem. Commun. accepted.
DOI: 10.1039/D0CC04854B

Intermolecular Three-Component Synthesis of Fluorene Derivatives by a Rhodium-Catalyzed Stitching Reaction/Remote Nucleophilic Substitution Sequence
Nishida, M.; Lee, D.; Shintani, R.
J. Org. Chem. 2020, 85, 8489–8500.
DOI: 10.1021/acs.joc.0c00790

Palladium-Catalyzed Synthesis of Benzophenanthrosilines by C–H/C–H Coupling through 1,4-Palladium Migration/Alkene Stereoisomerization
Tsuda, T.; Kawakami, Y.; Choi, S.-M.; Shintani, R.
Angew. Chem., Int. Ed. 2020, 59, 8057–8061.
DOI: 10.1002/anie.202000217

Synthesis of 7H-Benzo[e]naphtho[1,8-bc]silines by Rhodium-Catalyzed [2 + 2 + 2] Cycloaddition
Maesato, T.; Shintani, R.
Chem. Lett. 2020, 49, 344-346.
DOI: 10.1246/cl.200025
Selected as Editor’s Choice

2019

Single-Molecule Single-Electron Transistor (SM-SET) based on π-Conjugated Quinoidal-Fused Oligosilole and Heteroepitaxial Spherical Au/Pt Nanogap Electrodes
Lee, S. J.; Kim, J.; Tsuda, T.; Takano, R.; Shintani, R.; Nozaki, K.; Majima, Y.
Appl. Phys. Express 2019, 12, 125007 (1–5).
DOI: 10.7567/1882-0786/ab56e5

Convergent Synthesis of Fluorene Derivatives by Rhodium-Catalyzed Stitching Reaction/Alkene Isomerization Sequence
Nishida, M.; Shintani, R.
Chem. Eur. J. 2019, 25, 7475 –7479.
DOI: 10.1002/chem.201901519

Azoniadibenzo[a,j]phenalenide: A Polycyclic Zwitterion Having Singlet Biradical Character
Arikawa, S.; Shimizu, A.; Shintani, R.
Angew. Chem., Int. Ed. 2019, 58, 6415 –6419.
DOI: 10.1002/anie.201902006
Highlighted in Synfacts (DOI: 10.1055/s-0037-1612563)

Rhodium-Catalyzed Stitching Polymerization of 1,5-Hexadiynes and Related Oligoalkynes
Ikeda, S.; Shintani, R.
Angew. Chem., Int. Ed. 2019, 58, 5734 –5738.
DOI: 10.1002/anie.201901148

Rhodium-Catalyzed Synthesis of Silicon-Bridged 1,2-Dialkenylbenzenes via 1,4-Rhodium Migration
Miwa, T.; Shintani, R.
Org. Lett. 2019, 21, 1627–1631.
DOI: 10.1021/acs.orglett.9b00167

Synthesis of carbonyl-bridged dibenzofulvalenes and related compounds by rhodium-catalyzed stitching reaction
Shintani, R.; Kishikawa, S.; Nakamura, K.; Tsuda, T.; Nozaki, K.
Chem. Commun. 2019, 55, 1072-1075.
DOI: 10.1039/C8CC09943J

2018

Palladium-Catalyzed Intramolecular C–H Arylation vs. 1,5-Palladium Migration: Theoretical Investigation
Misawa, N.; Tsuda, T.; Shintani, R.; Yamashita, K.; Nozaki, K.
Chem. Asian J. 2018, 13, 2566–2572.
DOI: 10.1002/asia.201800603

2017

Palladium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic 5,10-Dihydrophenazasilines via Enantioselective 1,5-Palladium Migration
Sato, Y.; Takagi, C.; Shintani, R.; Nozaki, K.
Angew. Chem., Int. Ed. 2017, 56, 9211–9216.
DOI: 10.1002/anie.201705500
Highlighted in Synfacts (DOI: 10.1055/s-0036-1591181)

Structures and Physical Properties of Chemically Reduced Diindenosiloles and Their pi-Extended Derivatives
Takano, R.; Shintani, R.; Fukazawa, A.; Yamaguchi, S.; Nakabayashi, K.; Ohkoshi, S.; Nozaki, K.
Organometallics 2017, 36, 2646–2653.
DOI: 10.1021/acs.organomet.7b00260

Synthesis of Quinoidal Fused Oligosiloles by Rhodium-Catalyzed Stitching Reaction and Theoretical Investigation of Their Properties
Shintani, R.; Misawa, N.; Tsuda, T.; Iino, R.; Fujii, M.; Yamashita, K.; Nozaki, K.
J. Am. Chem. Soc. 2017, 139, 3861–3867.
DOI: 10.1021/jacs.7b00344
Highlighted in Synfacts (DOI: 10.1055/s-0036-1590419)

Rhodium-Catalyzed Synthesis and Optical Properties of Silicon-Bridged Arylpyridines
Shintani, R.; Misawa, N.; Takano, R.; Nozaki, K.
Chem. Eur. J. 2017, 23, 2660–2665.
DOI: 10.1002/chem.201605000

Selective Synthesis of Unsymmetric Dibenzo[a,e]pentalenes by Rhodium-Catalysed Stitching Reaction
Takahashi, K.; Ito, S.; Shintani, R.; Nozaki, K.
Chem. Sci. 2017, 8, 101–107.
DOI: 10.1039/C6SC04560J
Featured on the back cover (DOI: 10.1039/C7SC90005H)
Highlighted in Synfacts (DOI: 10.1055/s-0036-1589927)

2016

Intermolecular Three-Component Arylsilylation of Alkynes under Palladium/Copper Cooperative Catalysis
Shintani, R.; Kurata, H.; Nozaki, K.
J. Org. Chem. 2016, 81, 3065–3069.
DOI: 10.1021/acs.joc.6b00587

Rhodium-Catalyzed Stitching Reaction: Convergent Synthesis of Quinoidal Fused Oligosiloles
Shintani, R.; Iino, R.; Nozaki, K.
J. Am. Chem. Soc. 2016, 138, 3635–3638.
DOI: 10.1021/jacs.6b00082
Highlighted in Synfacts (DOI: 10.1055/s-0035-1562146)

Rhodium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Silicon-Bridged Arylpyridinones
Shintani, R.; Takano, R.; Nozaki, K.
Chem. Sci. 2016, 7, 1205–1211.
DOI: 10.1039/C5SC03767K
Highlighted in Synfacts (DOI: 10.1055/s-0035-1562069)

2015

Rhodium-Catalyzed Intramolecular Alkynylsilylation of Alkynes
Shintani, R.; Kurata, H.; Nozaki, K.
Chem. Commun. 2015, 51, 11378–11381.
DOI: 10.1039/C5CC04172D
Highlighted in Chemistry World
(http://www.rsc.org/chemistryworld/2015/07/alkyne-insertion-silicon-stereochemistry-rhodium)

Rhodium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Dibenzosiloles via Enantioselective [2+2+2] Cycloaddition
Shintani, R.; Takagi, C.; Ito, T.; Naito, M.; Nozaki, K.
Angew. Chem., Int. Ed. 2015, 54, 1616–1620.
DOI: 10.1002/anie.201409733

2014

Rhodium-Catalyzed Polymerization of 3,3-Diarylcyclopropenes Involving a 1,4-Rhodium Migration
Shintani, R.; Iino, R.; Nozaki, K.
J. Am. Chem. Soc. 2014, 136, 7849–7852.
DOI: 10.1021/ja5032002
Highlighted in Synfacts (DOI: 10.1055/s-0034-1378476)

Silylative Cyclopropanation of Allyl Phosphates with Silylboronates
Shintani, R.; Fujie, R.; Takeda, M.; Nozaki, K.
Angew. Chem., Int. Ed. 2014, 53, 6546–6549.
DOI: 10.1002/anie.201403726
Highlighted in Synfacts (DOI: 10.1055/s-0034-1379120)

Synthesis of Quaternary Carbon Stereocenters by Copper-Catalyzed Asymmetric Allylic Substitution of Allyl Phosphates with Arylboronates
Takeda, M.; Takatsu, K.; Shintani, R.; Hayashi, T.
J. Org. Chem. 2014, 79, 2354–2367.
DOI: 10.1021/jo500068p
Highlighted in Synfacts (DOI: 10.1055/s-0034-1379120)

2013

Efficient Catalyst Removal and Recycling in Copolymerization of Epoxides with Carbon Dioxide via Simple Liquid–Liquid Phase Separation
Nakano, K.; Fujie, R.; Shintani, R.; Nozaki, K.
Chem. Commun. 2013, 49, 9332–9334.
DOI: 10.1039/C3CC45622F

Enantioselective Synthesis of alpha-Tri- and alpha-Tetrasubstituted Allylsilanes by Copper-Catalyzed Asymmetric Allylic Substitution of Allyl Phosphates with Silylboronates
Takeda, M.; Shintani, R.; Hayashi, T.
J. Org. Chem. 2013, 78, 5007–5017.
DOI: 10.1021/jo400888b
Highlighted in Synfacts (DOI: 10.1055/s-0033-1339384)

Copper-Catalyzed Hydroboration of Carbon Dioxide
Shintani, R.; Nozaki, K.
Organometallics 2013, 32, 2459–2462.
DOI: 10.1021/om400175h

Asymmetric Hydrosilylation of Cyclohexa-1,3-diene with Trichlorosilane by Palladium Catalysts Coordinated with Chiral Phosphoramidite Ligands
Park, H. S.; Han, J. W.; Shintani, R.; Hayashi, T.
Tetrahedron: Asymmetry 2013, 24, 418–420.
DOI: 10.1016/j.tetasy.2013.02.002

2012

Rhodium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Dibenzooxasilines via Enantioselective Transmetalation
Shintani, R.; Maciver, E. E.; Tamakuni, F.; Hayashi, T.
J. Am. Chem. Soc. 2012, 134, 16955–16958.
DOI: 10.1021/ja3076555

Palladium-Catalyzed Asymmetric Synthesis of 2-Pyrrolidinones with a Quaternary Carbon Stereocenter
Shintani, R.; Ito, T.; Nagamoto, M.; Otomo, H.; Hayashi, T.
Chem. Commun. 2012, 48, 9936–9938.
DOI: 10.1039/C2CC35259A

Palladium-Catalyzed Desymmetrization of Silacyclobutanes with Alkynes: Enantioselective Synthesis of Silicon-Stereogenic 1-Sila-2-cyclohexenes and Mechanistic Considerations
Shintani, R.; Moriya, K.; Hayashi, T.
Org. Lett. 2012, 14, 2902–2905.
DOI: 10.1021/ol301191u

Palladium-Catalyzed Synthesis of 4-Oxaspiro[2.4]heptanes via Central Attack of Oxygen Nucleophiles to pi-Allylpalladium Intermediates
Shintani, R.; Ito, T.; Hayashi, T.
Org. Lett. 2012, 14, 2410–2413.
DOI: 10.1021/ol300852v
Highlighted in Synfacts (DOI: 10.1055/s-0032-1316528)

Palladium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Dibenzosiloles via Enantioselective C–H Bond Functionalization
Shintani, R.; Otomo, H.; Ota, K.; Hayashi, T.
J. Am. Chem. Soc. 2012, 134, 7305–7308.
DOI: 10.1021/ja302278s
Highlighted in JACS Spotlights (DOI: 10.1021/ja304193j)
Highlighted in Synfacts (DOI: 10.1055/s-0032-1316620)

(S)-Phenylalanine-Derived Chiral Phosphorus–Olefin Ligands in Rhodium-Catalyzed Asymmetric 1,4-Addition Reactions
Narui, R.; Hayashi, S.; Otomo, H.; Shintani, R.; Hayashi, T.
Tetrahedron: Asymmetry 2012, 23, 284–293.
DOI: 10.1016/j.tetasy.2012.02.007

Rhodium/Diene-Catalyzed Tandem 1,4-Shift/1,4-Addition of (E)-1,2-Diphenylethenylboronic Acid to Enones: Density Functional Theory Modeling and Asymmetric Catalysis
Sasaki, K.; Nishimura, T.; Shintani, R.; Kantchev, E. A. B.; Hayashi, T.
Chem. Sci. 2012, 3, 1278–1283.
DOI: 10.1039/C2SC01093C

The Origins of Enantioselectivity in Rh–Diene Complex Catalysed Arylation of Cyclohex-2-enones
Gosiewska, S.; Raskatov, J. A.; Shintani, R.; Hayashi, T.; Brown, J. M.
Chem. Eur. J. 2012, 18, 80–84.
DOI: 10.1002/chem.201102421

2011

Palladium-Catalyzed Enantioselective Desymmetrization of Silacyclobutanes: Construction of Silacycles Possessing a Tetraorganosilicon Stereocenter
Shintani, R.; Moriya, K.; Hayashi, T.
J. Am. Chem. Soc. 2011, 133, 16440–16443.
DOI: 10.1021/ja208621x
Highlighted in Synfacts (DOI: 10.1055/s-0031-1289409)

Copper-Catalyzed Asymmetric Allylic Substitution of Allyl Phosphates with Aryl- and Alkenylboronates
Shintani, R.; Takatsu, K.; Takeda, M.; Hayashi, T.
Angew. Chem., Int. Ed. 2011, 50, 8656–8659.
DOI: 10.1002/anie.201103581
Highlighted in Synfacts (DOI: 10.1055/s-0031-1289198)

Rhodium-Catalyzed Asymmetric Addition of Potassium Organotrifluoroborates to N-Sulfonyl Ketimines
Shintani, R.; Takeda, M.; Soh, Y.-T.; Ito, T.; Hayashi, T.
Org. Lett. 2011, 13, 2977–2979.
DOI: 10.1021/ol200958q

Synthesis of Nine-membered Azlactones by Palladium-Catalyzed Ring-Expansion of gamma-Methylidene-delta-valerolactones with Aziridines
Shintani, R.; Ikehata, K.; Hayashi, T.
J. Org. Chem. 2011, 76, 4776–4780.
DOI: 10.1021/jo2006158

Design and Synthesis of New Chiral Phosphorus–Olefin Bidentate Ligands and Their Use in the Rhodium-Catalyzed Asymmetric Addition of Organoboroxines to N-Sulfonyl Imines
Shintani, R.; Narui, R.; Tsutsumi, Y.; Hayashi, S.; Hayashi, T.
Chem. Commun. 2011, 47, 6123–6125.
DOI: 10.1039/C1CC11823D

Copper-Catalyzed 1,4-Addition of Organoboronates to Alkylidenecyanoacetates: Mechanistic Insight and Application to Asymmetric Catalysis
Takatsu, K.; Shintani, R.; Hayashi, T.
Angew. Chem., Int. Ed. 2011, 50, 5548–5552.
DOI: 10.1002/anie.201008196

Guiding the Nitrogen Nucleophile to the Middle: Palladium-Catalyzed Decarboxylative Cyclopropanation of 2-Alkylidenetrimethylene Carbonates with Isocyanates
Shintani, R.; Moriya, K.; Hayashi, T.
Chem. Commun. 2011, 47, 3057–3059.
DOI: 10.1039/C0CC05308B

Rhodium-Catalyzed Asymmetric 1,4-Addition of Sodium Tetraarylborates to beta,beta-Disubstituted alpha,beta-Unsaturated Esters
Shintani, R.; Hayashi, T.
Org. Lett. 2011, 13, 350–352.
DOI: 10.1021/ol102674z

2010

Rhodium-Catalyzed Asymmetric Arylation of N-Tosyl Ketimines
Shintani, R.; Takeda, M.; Tsuji, T.; Hayashi, T.
J. Am. Chem. Soc. 2010, 132, 13168–13169.
DOI: 10.1021/ja106114q
Highlighted in Synfacts (DOI: 10.1055/s-0030-1258893)

Rhodium-Catalyzed Asymmetric Arylation of Azomethine Imines
Shintani, R.; Soh, Y.-T.; Hayashi, T.
Org. Lett. 2010, 12, 4106–4109.
DOI: 10.1021/ol101700v
Highlighted in Synfacts (DOI: 10.1055/s-0030-1258794)

Copper-Catalyzed Asymmetric Addition of Arylboronates to Isatins: A Catalytic Cycle Involving Alkoxocopper Intermediates
Shintani, R.; Takatsu, K.; Hayashi, T.
Chem. Commun. 2010, 46, 6822–6824.
DOI: 10.1039/C0CC01635G
Highlighted in Synfacts (DOI: 10.1055/s-0030-1258591)

Mechanistic Investigation of the Palladium-Catalyzed Decarboxylative Cyclization of gamma-Methylidene-delta-valerolactones with Isocyanates: Kinetic Studies and Origin of the Site Selectivity in the Nucleophilic Attack at a (pi-Allyl)palladium
Shintani, R.; Tsuji, T.; Park, S.; Hayashi, T.
J. Am. Chem. Soc. 2010, 132, 7508–7513.
DOI: 10.1021/ja1023223

Chiral Tetrafluorobenzobarrelenes as Effective Ligands for Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboroxines to beta,beta-Disubstituted alpha,beta-Unsaturated Ketones
Shintani, R.; Takeda, M.; Nishimura, T.; Hayashi, T.
Angew. Chem., Int. Ed. 2010, 49, 3969–3971.
DOI: 10.1002/anie.201000467
Highlighted in Synfacts (DOI: 10.1055/s-0029-1220074)

Rhodium/Chiral Diene-Catalyzed Asymmetric Synthesis of Spirocarbocycles: Use of Arylboron Reagents as Surrogates of 1,2-Dimetalloarenes
Shintani, R.; Isobe, S.; Takeda, M.; Hayashi, T.
Angew. Chem., Int. Ed. 2010, 49, 3795–3798.
DOI: 10.1002/anie.201000937
Highlighted in Synfacts (DOI: 10.1055/s-0029-1220075)

Palladium-Catalyzed Intramolecular Decarboxylative Allylic Arylation of alpha-Aryl-gamma-methylidene-delta-valerolactones
Shintani, R.; Tsuji, T.; Park, S.; Hayashi, T.
Chem. Commun. 2010, 46, 1697–1699.
DOI: 10.1039/B924416F

Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to beta-Phthaliminoacrylate Esters toward the Synthesis of beta-Amino Acids
Nishimura, T.; Wang, J.; Nagaosa, M.; Okamoto, K.; Shintani, R.; Kwong, F.; Yu, W.; Chan, A. S. C.; Hayashi, T.
J. Am. Chem. Soc. 2010, 132, 464–465.
DOI: 10.1021/ja909642h

2009

Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of gamma-Methylidene-delta-valerolactones with 1,1-Dicyanocyclopropanes
Shintani, R.; Murakami, M.; Tsuji, T.; Tanno, H.; Hayashi, T.
Org. Lett. 2009, 11, 5642–5645.
DOI: 10.1021/ol902326s

Sodium Tetraarylborates as Effective Nucleophiles in Rhodium/Diene-Catalyzed 1,4-Addition to beta,beta-Disubstituted alpha,beta-Unsaturated Ketones: Catalytic Asymmetric Construction of Quaternary Carbon Stereocenters
Shintani, R.; Tsutsumi, Y.; Nagaosa, M.; Nishimura, T.; Hayashi, T.
J. Am. Chem. Soc. 2009, 131, 13588–13589.
DOI: 10.1021/ja905432x
Highlighted in Synfacts (DOI: 10.1055/s-0029-1218255)

Stereoselective Synthesis of Spirooxindoles by Palladium-Catalyzed Decarboxylative Cyclization of gamma-Methylidene-delta-valerolactones with Isatins
Shintani, R.; Hayashi, S.; Murakami, M.; Takeda, M.; Hayashi, T.
Org. Lett. 2009, 11, 3754–3756.
DOI: 10.1021/ol901348f
Highlighted in Synfacts (DOI: 10.1055/s-0029-1217903)

Rhodium-Catalyzed Asymmetric [5+2] Cycloaddition of Alkyne–Vinylcyclopropanes
Shintani, R.; Nakatsu, H.; Takatsu, K.; Hayashi, T.
Chem. Eur. J. 2009, 15, 8692–8694.
DOI: 10.1002/chem.200901463
Highlighted in Synfacts (DOI: 10.1055/s-0029-1217903)

Palladium-Catalyzed Decarboxylative [4 + 1] Cyclization of gamma-Methylidene-delta-valerolactones with Isocyanides
Park, S.; Shintani, R.; Hayashi, T.
Chem. Lett. 2009, 38, 204–205.
DOI: 10.1246/cl.2009.204

Stereoselective Synthesis of Nipecotic Acid Derivatives via Palladium-Catalyzed Decarboxylative Cyclization of gamma-Methylidene-delta-valerolactones with Imines
Shintani, R.; Murakami, M.; Hayashi, T.
Org. Lett. 2009, 11, 457–459.
DOI: 10.1021/ol802569q
Highlighted in Synfacts (DOI: 10.1055/s-0028-1087749)

Tuning the Chiral Environment of C2-Symmetric Diene Ligands: Development of 3,7-Disubstituted Bicyclo[3.3.1]nona-2,6-dienes
Shintani, R.; Ichikawa, Y.; Takatsu, K.; Chen, F.-X.; Hayashi, T.
J. Org. Chem. 2009, 74, 869–873.
DOI: 10.1021/jo802437h
Highlighted in Synfacts (DOI: 10.1055/s-0028-1087748)

2008

Palladium-Catalyzed Asymmetric Decarboxylative Lactamization of gamma-Methylidene-delta-valerolactones with Isocyanates: Conversion of Racemic Lactones to Enantioenriched Lactams
Shintani, R.; Park, S.; Shirozu, F.; Murakami, M.; Hayashi, T.
J. Am. Chem. Soc. 2008, 130, 16174–16175.
DOI: 10.1021/ja807662b
Highlighted in Synfacts (DOI: 10.1055/s-0028-1087631)

Ruthenium-Catalyzed 1,4-Addition of Organoboronic Acids to alpha,beta-Unsaturated Ketones
Shintani, R.; Hayashi, T.
Chem. Lett. 2008, 37, 724–725.
DOI: 10.1246/cl.2008.724

gamma-Methylidene-delta-valerolactones as a Coupling Partner for Cycloaddition: Palladium-Catalyzed [4+3] Cycloaddition with Nitrones
Shintani, R.; Murakami, M.; Hayashi, T.
Pure Appl. Chem. 2008, 80, 1135–1140.
DOI: 10.1351/pac200880051135

Rhodium-Catalyzed Kinetic Resolution of Tertiary Homoallyl Alcohols via Stereoselective Carbon–Carbon Bond Cleavage
Shintani, R.; Takatsu, K.; Hayashi, T.
Org. Lett. 2008, 10, 1191–1193.
DOI: 10.1021/ol800120p
Highlighted in Synfacts (DOI: 10.1055/s-2008-1078401)

Rhodium-Catalyzed Addition of Organo[2-(hydroxymethyl)phenyl]dimethylsilanes to Arenesulfonylimines
Nakao, Y.; Takeda, M.; Chen, J.; Imanaka, H.; Hiyama, T.; Ichikawa, Y.; Shintani, R.; Hayashi, T.
Chem. Lett. 2008, 37, 290–291.
DOI: 10.1246/cl.2008.290

Rhodium-Catalyzed Rearrangement of Aryl Bis(alkynyl) Carbinols to 3-Alkynyl-1-indanones
Shintani, R.; Takatsu, K.; Katoh, T.; Nishimura, T.; Hayashi, T.
Angew. Chem., Int. Ed. 2008, 47, 1447–1449.
DOI: 10.1002/anie.200704818

2007

Palladium-Catalyzed Synthesis of Spiro[2.4]heptanes: Ligand-Dependent Position-Control in the Nucleophilic Attack to a pi-Allylpalladium Intermediate
Shintani, R.; Park, S.; Hayashi, T.
J. Am. Chem. Soc. 2007, 129, 14866–14867.
DOI: 10.1021/ja077236o
Highlighted in Synfacts (DOI: 10.1055/s-2008-1042691)

Preparation of Arylzinc Reagents and Their Use in the Rhodium-Catalyzed Asymmetric 1,4-Addition for the Synthesis of 2-Aryl-4-piperidones
Shintani, R.; Hayashi, T.
Nature Protocols 2007, 2, 2903–2909.
DOI: 10.1038/nprot.2007.424

Rhodium-Catalyzed Asymmetric Rearrangement of Alkynyl Alkenyl Carbinols: Synthetic Equivalent to Asymmetric Conjugate Alkynylation of Enones
Nishimura, T.; Katoh, T.; Takatsu, K.; Shintani, R.; Hayashi, T.
J. Am. Chem. Soc. 2007, 129, 14158–14159.
DOI: 10.1021/ja076346s

Catalytic Asymmetric Synthesis of Allylsilanes through Rhodium/Chiral Diene-Catalyzed 1,4-Addition of Alkenyl[2-(hydroxymethyl)phenyl]dimethylsilanes
Shintani, R.; Ichikawa, Y.; Hayashi, T.; Chen, J.; Nakao, Y.; Hiyama, T.
Org. Lett. 2007, 9, 4643–4645.
DOI: 10.1021/ol702125q

gamma-Methylidene-delta-valerolactones as a Coupling Partner for Cycloaddition: Palladium-Catalyzed [4 + 3] Cycloaddition with Nitrones
Shintani, R.; Murakami, M.; Hayashi, T.
J. Am. Chem. Soc. 2007, 129, 12356–12357.
DOI: 10.1021/ja073997f
Highlighted in Synfacts (DOI: 10.1055/s-2007-992447)

A Cationic Rhodium–Chiral Diene Complex as a High-Performance Catalyst for the Intramolecular Asymmetric [4+2] Cycloaddition of Alkyne-1,3-Dienes
Shintani, R.; Sannohe, Y.; Tsuji, T.; Hayashi, T.
Angew. Chem., Int. Ed. 2007, 46, 7277–7280.
DOI: 10.1002/anie.200702586

Palladium-Catalyzed Asymmetric [3+3] Cycloaddition of Trimethylenemethane Derivatives with Nitrones
Shintani, R.; Park, S.; Duan, W.-L.; Hayashi, T.
Angew. Chem., Int. Ed. 2007, 46, 5901–5903.
DOI: 10.1002/anie.200701529
Highlighted in Synfacts (DOI: 10.1055/s-2007-991267)

Organo[2-(hydroxymethyl)phenyl]dimethylsilanes as Mild and Reproducible Agents for Rhodium-Catalyzed 1,4-Addition Reactions
Nakao, Y.; Chen, J.; Imanaka, H.; Hiyama, T.; Ichikawa, Y.; Duan, W.-L.; Shintani, R.; Hayashi, T.
J. Am. Chem. Soc. 2007, 4129, 9137–9143.
DOI: 10.1021/ja071969r

Asymmetric Construction of Chiral C–N Axes through Rhodium-Catalyzed 1,4-Addition Reaction
Duan, W.-L.; Imazaki, Y.; Shintani, R.; Hayashi, T.
Tetrahedron 2007, 63, 8529–8536.
DOI: 10.1016/j.tet.2007.05.025

Rhodium-Catalyzed Asymmetric Synthesis of 3,3-Disubstituted 1-Indanones
Shintani, R.; Takatsu, K.; Hayashi, T.
Angew. Chem., Int. Ed. 2007, 46, 3735–3737.
DOI: 10.1002/anie.200700226

Iron-Catalyzed Arylmagnesiation of Aryl(alkyl)acetylenes in the Presence of an N-Heterocyclic Carbene Ligand
Yamagami, T.; Shintani, R.; Shirakawa, E.; Hayashi, T.
Org. Lett. 2007, 9, 1045–1048.
DOI: 10.1021/ol063132r

Chiral Phosphine–Olefin Ligands in the Rhodium-Catalyzed Asymmetric 1,4-Addition Reactions
Duan, W.-L.; Iwamura, H.; Shintani, R.; Hayashi, T.
J. Am. Chem. Soc. 2007, 129, 2130–2138.
DOI: 10.1021/ja0671013

2006

Rhodium-Catalyzed Multi-Component-Coupling Reactions Involving a Carborhodation–Cross-Coupling Sequence
Shintani, R.; Yamagami, T.; Hayashi, T.
Org. Lett. 2006, 8, 4799–4801.
DOI: 10.1021/ol061858h

Rhodium-Catalyzed Isomerization of Unactivated Alkynes to 1,3-Dienes
Shintani, R.; Duan, W.-L.; Park, S.; Hayashi, T.
Chem. Commun. 2006, 3646–3647.
DOI: 10.1039/B605368H

Palladium-Catalyzed [3 + 3] Cycloaddition of Trimethylenemethane with Azomethine Imines
Shintani, R.; Hayashi, T.
J. Am. Chem. Soc. 2006, 128, 6330–6331.
DOI: 10.1021/ja061662c

Rhodium-Catalyzed Asymmetric Construction of Quaternary Carbon Stereocenters: Ligand-Dependent Regiocontrol in the 1,4-Addition to Substituted Maleimides
Shintani, R.; Duan, W.-L.; Hayashi, T.
J. Am. Chem. Soc. 2006, 128, 5628–5629.
DOI: 10.1021/ja061430d

Rhodium-Catalyzed Asymmetric Addition of Aryl- and Alkenylboronic Acids to Isatins
Shintani, R.; Inoue, M.; Hayashi, T.
Angew. Chem., Int. Ed. 2006, 45, 3353–3356.
DOI: 10.1002/anie.200600392

Rhodium-Catalyzed Asymmetric Synthesis of Indanones: Development of a New "Axially Chiral" Bisphosphine Ligand
Shintani, R.; Yashio, K.; Nakamura, T.; Okamoto, K.; Shimada, T.; Hayashi, T.
J. Am. Chem. Soc. 2006, 128, 2772–2773.
DOI: 10.1021/ja056584s

2005

Asymmetric Synthesis of 2-Aryl-2,3-dihydro-4-quinolones by Rhodium-Catalyzed 1,4-Addition of Arylzinc Reagents in the Presence of Chlorotrimethylsilane
Shintani, R.; Yamagami, T.; Kimura, T.; Hayashi, T.
Org. Lett. 2005, 7, 5317–5319.
DOI: 10.1021/ol052257d

Asymmetric 1,4-Addition of Arylboronic Acids to alpha,beta-Unsaturated Aldehydes Catalyzed by a Chiral Diene–Rhodium Complex
Hayashi, T.; Tokunaga, N.; Okamoto, K.; Shintani, R.
Chem. Lett. 2005, 34, 1480–1481.
DOI: 10.1246/cl.2005.1480

Palladium/Chiral Phosphine-Olefin Complexes: X-ray Crystallographic Analysis and the Use in Catalytic Asymmetric Allylic Alkylation
Shintani, R.; Duan, W.-L.; Okamoto, K.; Hayashi, T.
Tetrahedron: Asymmetry 2005, 16, 3400–3405.
DOI: 10.1016/j.tetasy.2005.08.050

Carbon–Carbon Bond-Forming Enantioselective Synthesis of Chiral Organosilicon Compounds by Rhodium/Chiral Diene-Catalyzed Asymmetric 1,4-Addition Reaction
Shintani, R.; Okamoto, K.; Hayashi, T.
Org. Lett. 2005, 7, 4757–4759.
DOI: 10.1021/ol051978

Rhodium-Catalyzed Synthesis of Indenols by Regioselective Coupling of Alkynes with ortho-Carbonylated Arylboronic Acids
Shintani, R.; Okamoto, K.; Hayashi, T.
Chem. Lett. 2005, 34, 1294–1295.
DOI: 10.1246/cl.2005.1294

Chiral Phosphine-Olefin Bidentate Ligands in Asymmetric Catalysis: Rhodium-Catalyzed Asymmetric 1,4-Addition of Aryl Boronic Acids to Maleimides
Shintani, R.; Duan, W.-L.; Nagano, T.; Okada, A.; Hayashi, T.
Angew. Chem., Int. Ed. 2005, 44, 4611–4614.
DOI: 10.1002/anie.200501305

Highly Chemo- and Enantioselective Arylative Cyclization of Alkyne-Tethered Electron-Deficient Olefins Catalyzed by Rhodium Complexes with Chiral Dienes
Shintani, R.; Tsurusaki, A.; Okamoto, K.; Hayashi, T.
Angew. Chem., Int. Ed. 2005, 44, 3909–3912.
DOI: 10.1002/anie.200500843

Rhodium-Catalyzed Addition of Arylzinc Reagents to Aryl Alkynyl Ketones: Synthesis of beta,beta-Disubstituted Indanones
Shintani, R.; Hayashi, T.
Org. Lett. 2005, 7, 2071–2073.
DOI: 10.1021/ol0506819

Rhodium/Diene-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to alpha,beta-Unsaturated Weinreb Amides
Shintani, R.; Kimura, T.; Hayashi, T.
Chem. Commun. 2005, 3213–3214.
DOI: 10.1039/B502921J

C2-Symmetric Bicyclo[3.3.1]nona-2,6-diene and Bicyclo[3.3.2]deca-2,6-diene: New Chiral Diene Ligands Based on the 1,5-Cyclooctadiene Framework
Otomaru, Y.; Kina, A.; Shintani, R.; Hayashi, T.
Tetrahedron: Asymmetry 2005, 16, 1673–1679.
DOI: 10.1016/j.tetasy.2005.02.022

Rhodium-Catalyzed Isomerization of alpha-Arylpropargyl Alcohols to Indanones: Involvement of an Unexpected Reaction Cascade
Shintani, R.; Okamoto, K.; Hayashi, T.
J. Am. Chem. Soc. 2005, 127, 2872–2873.
DOI: 10.1021/ja042582g

Preparation of C2-Symmetric Bicyclo[2.2.2]octa-2,5-diene Ligands and Their Use for Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids
Otomaru, Y.; Okamoto, K.; Shintani, R.; Hayashi, T.
J. Org. Chem. 2005, 70, 2503–2508.
DOI: 10.1021/jo047831y

C2-Symmetric Bicyclo[3.3.1]nonadiene as a Chiral Ligand for Rhodium-Catalyzed Asymmetric Arylation of N-(4-Nitrobenzenesulfonyl)arylimines
Otomaru, Y.; Tokunaga, N.; Shintani, R.; Hayashi, T.
Org. Lett. 2005, 7, 307–310.
DOI: 10.1021/ol0476063

Catalytic Asymmetric Arylative Cyclization of Alkynals: Phosphine-Free Rhodium/Diene Complexes as Efficient Catalysts
Shintani, R.; Okamoto, K.; Otomaru, Y.; Ueyama, K.; Hayashi, T.
J. Am. Chem. Soc. 2005, 127, 54–55.
DOI: 10.1021/ja044021v

2004

C2-Symmetric Bicyclo[2.2.2]octadienes as Chiral Ligands: Their High Performance in Rhodium-Catalyzed Asymmetric Arylation of N-Tosylarylimines
Tokunaga, N.; Otomaru, Y.; Okamoto, K.; Ueyama, K.; Shintani, R.; Hayashi, T.
J. Am. Chem. Soc. 2004, 126, 13584–13585.
DOI: 10.1021/ja044790e

Chiral Norbornadienes as Efficient Ligands for the Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to Fumaric and Maleic Compounds
Shintani, R.; Ueyama, K.; Yamada, I.; Hayashi, T.
Org. Lett. 2004, 6, 3425–3427.
DOI: 10.1021/ol048421z

A New Entry of Nucleophiles in Rhodium-Catalyzed Asymmetric 1,4-Addition Reactions: Addition of Organozinc Reagents for the Synthesis of 2-Aryl-4-piperidones
Shintani, R.; Tokunaga, N.; Doi, H.; Hayashi, T.
J. Am. Chem. Soc. 2004, 126, 6240–6241.
DOI: 10.1021/ja048825m

1999 – 2003

A New Copper-Catalyzed [3+2] Cycloaddition: Enantioselective Coupling of Terminal Alkynes with Azomethine Imines to Generate Five-Membered Nitrogen Heterocycles
Shintani, R.; Fu, G. C.
J. Am. Chem. Soc. 2003, 125, 10778–10779.
DOI: 10.1021/ja036922u

Catalytic Enantioselective Synthesis of beta-Lactams: Intramolecular Kinugasa Reactions and Interception of an Intermediate in the Reaction Cascade
Shintani, R.; Fu, G. C.
Angew. Chem., Int. Ed. 2003, 42, 4032–4085.
DOI: 10.1002/anie.200352103

Copper-Catalyzed Enantioselective Conjugate Addition of Diethylzinc to Acyclic Enones in the Presence of Planar-Chiral Phosphaferrocene-Oxazoline Ligands
Shintani, R.; Fu, G. C.
Org. Lett. 2002, 4, 3699–3702.
DOI: 10.1021/ol026651c

Highly Enantioselective Desymmetrization of Anhydrides by Carbon Nucleophiles: Reactions of Grignard Reagents in the Presence of (–)-Sparteine
Shintani, R.; Fu, G. C.
Angew. Chem., Int. Ed. 2002, 41, 1057–1059.
DOI: 10.1002/1521-3773(20020315)41:6<1057::AID-ANIE1057>3.0.CO;2-H

Synthesis and Application of Planar-Chiral Phosphaferrocene-Oxazolines, a New Class of P,N-Ligands
Shintani, R.; Lo, M. M.-C.; Fu, G. C.
Org. Lett. 2000, 2, 3695–3697.
DOI: 10.1021/ol006606

Asymmetric Conjugate Reduction of alpha,beta-Unsaturated Esters Using a Chiral Phosphine-Copper Catalyst
Appella, D. H.; Moritani, Y.; Shintani, R.; Ferreira, E. M.; Buchwald, S. L.
J. Am. Chem. Soc. 1999, 121, 9473–9474.
DOI: 10.1021/ja992366l

Review Articles

Catalytic Asymmetric Synthesis of Silicon-Stereogenic Compounds by Enantioselective Desymmetrization of Prochiral Tetraorganosilanes
Shintani, R.
Journal of Synthetic Organic Chemistry, Japan 2018, 76, 1163–1169.
DOI: 10.5059/yukigoseikyokaishi.76.1163

Recent Progress in Catalytic Enantioselective Desymmetrization of Prochiral Organosilanes for the Synthesis of Silicon-Stereogenic Compounds
Shintani, R.
Synlett 2018, 29, 388–396.
DOI: 10.1055/s-0036-1591839

Recent Progress in Copper-Catalyzed Asymmetric Allylic Substitution Reactions Using Organoboron Nucleophiles
Shintani, R.
Synthesis 2016, 48, 1087–1100.
DOI: 10.1055/s-0035-1560406

Recent Advances in the Transition-Metal-Catalyzed Enantioselective Synthesis of Silicon-Stereogenic Organosilanes
Shintani, R.
Asian J. Org. Chem. 2015, 4, 510–514.
DOI: 10.1002/ajoc.201500066

gamma-Methylidene-delta-valerolactones: New Reagents for Palladium-catalyzed Intermolecular Cyclization Reactions (Award Accounts)
Shintani, R.
Bull. Chem. Soc. Jpn. 2012, 85, 931–939.
DOI: 10.1246/bcsj.20120171

gamma-Methylidene-delta-valerolactones: New Reagents for Palladium-catalyzed Intermolecular Cyclization Reactions
Shintani, R.
Journal of Synthetic Organic Chemistry, Japan 2010, 68, 834–844.
DOI: 10.5059/yukigoseikyokaishi.68.834

Chiral Diene Ligands for Asymmetric Catalysis
Shintani, R.; Hayashi, T.
Aldrichimica Acta 2009, 42, 31–38.

Ligand Design for C–C Bond Formation
Shintani, R.; Hayashi, T.
In New Frontiers in Asymmetric Catalysis; Mikami, K.; Lautens, M., Eds., Wiley-Interscience: Hoboken, 2007
DOI: 10.1002/9780470098004.ch3

Asymmetric Synthesis
Shintani, R.; Hayashi, T.
In Modern Organonickel Chemistry; Tamaru, Y., Ed., Wiley-VCH: Weinheim, 2005
DOI: 10.1002/3527604847.ch9