PUBLICATIONS

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2024

“Catalytic Generation and Intermolecular Addition of Diarylmethyl Anions Utilizing [1,2]-Phospha-Brook Rearrangement under Brønsted Base Catalysis” Azusa Kondoh, Masahiro Terada, Adv. Synth. Catal. 2024, Early View. https://onlinelibrary.wiley.com/doi/10.1002/adsc.202301503

2024

“Construction of 1,3-Nonadjacent Stereogenic Centers Through Enantioselective Addition of α-Thioacetamides to α-Substituted Vinyl Sulfones Catalyzed by Chiral Strong Brønsted Base” Azusa Kondoh, Rihaku Ojima, Sho Ishikawa, Masahiro Terada, Adv. Sci. 2024, 11, 2308020. https://doi.org/10.1002/advs.202308020

2024

2023

Intermolecular exo-Selective Diels–Alder Reaction Catalysed by Dual-Functional Brønsted Acid: Conformational Restriction of Transition States by Hydrogen Bonds as the Key Interaction

Taishi Nakanishi and Masahiro Terada, RSC Adv. 2023,13, 36293-36300.  https://doi.org/10.1039/D3RA07688A

2023

“Synthesis of Structurally Diverse Polycyclic Arenes Using Tandem Oxidative Ring Expansion Strategy” Tienan Jin, Masahiro Terada, 有機合成化学協会誌、2023, 81(11), 1062-1072. doi.org/10.5059/yukigoseikyokaishi.81.1062

“Divergent Synthesis of Anisidines by Controlling Cu-Catalyzed [1,3]-Methoxy Rearrangement” Itaru NakamuraRiku KontaYasuhiro IshidaMai TachibanaMasahiro Terada, Adv. Synth Catal. Accepted Articles. https://doi.org/10.1002/adsc.202301160

 

“Brønsted Base-Catalyzed Reductive Deimination of α-Iminoketones” Azusa Kondoh, Seitaro Inoue, Rihaku Ojima, Masahiro Terada, Bull. Chem. Soc. Jpn. 2023, 96, 849-851. http://doi.og/10.1246/bcsj.20230125

2023

“Ag-Catalyzed para-Selective Sulfenyl Group Transfer Reactions of N-Sulfenylanilides” Itaru NakamuraIchiro MuranushiTakato AsohMasahiro Terada, Chem. Eur. J.  2023, e202301751. doi.org/10.1002/chem.202301751

“Organocatalytic Atroposelective Construction of Axially Chiral Compounds Containing Benzimidazole and Quinoline Ring” Linan Hou, Sheng Zhang, Ji Ma, Haiyu Wang, Tienan Jin, Masahiro Terada, and Ming Bao, Org. Lett. 2023, 25, 5481-5485. doi.org/10.1021/acs.orglett.3c01905

Synthesis of Curved Polycyclic Arenes Embedded with Oxepine and Thiepine Using Ring Expansion Strategy” Sheng Zhang, Hidenori Matsuyama, Itaru Nakamura, Masahiro Terada, and Tienan Jin, Org. Lett. 2023, 25, 5027- 5032.  doi.org/10.1021/acs.orglett.3c01730

2023

“Formal Addition of β-Acylalkenyl Anions to Ketones Utilizing [1,2]-Phospha-Brook Rearrangement under Brønsted Base Catalysis” Azusa Kondoh, Sena Takada, Kohei Aita, Masahiro Terada, Eur J. Org. Chem. 2023, 26, e202300425  doi.org/10.1002/ejoc.202300425

2023

“Synthesis of meta-Aminophenol Derivatives via Cu-Catalyzed [1,3]-Rearrangement—Oxa-Michael Addition Cascade Reactions” Itaru Nakamura, Mai Tachibana, Riku Konta, Hiroki Tashiro, and Masahiro Terada, Molecules, 2023, 28(10), 4521.     doi.org/10.3390/molecules28104251

“Computational Molecular Refinement to Enhance Enantioselectivity by Reinforcing Hydrogen Bonding Interactions in Major Reaction Pathway” Taishi Nakanishi and Masahiro Terada, Chem. Sci. 2023, 14, 5712-5721.    doi.org/10.1039/D3SC01637D

2023

“Copper-Catalyzed [1,3]-Nitrogen Rearrangement of O-Aryl Ketoximes via Oxidative Addition of N-O Bond in Inverse Electron Flow” Mao Suzuki, Masahiro Terada and Itaru Nakamura, Chem. Sci. 2023, 14, 5705-5711.    doi.org/10.1039/D3SC00874F

2023

“Scalable Total Synthesis of Leucascandrolide A Macrolactone Using a Chiral Phosphoric Acid/CuX Combined Catalytic System” Shigenobu Umemiya, Naoya Shinagawa, and Masahiro Terada, Org. Lett. 2023, 25(11), 1924-1928    doi/10.1021/acs.orglett.3c00450

2023

“Enantioselective direct Michael addition of cyanohydrin ether derivatives to enones catalyzed by chiral bis(guanidino)iminophosphorane organosuperbase” Saikat Das, Azusa Kondoh, and Masahiro Terada, Chem. Sci. 2023, 14, 3154-3159    doi.org/10.1039/D2SC07065K

2023

“[1,2]-Phospha-Brook Rearrangement as Tool for Generation of Anionic Nucleophiles in Addition Reactions under Brønsted Base Catalysis” Azusa Kondoh and Masahiro Terada, Asian J. Org. Chem. 2023, 12, e202300003    doi/10.1002/ajoc.202300003

2023

“Synthesis of Polysubstituted Naphthofurans and Indenofurans Based on a Regiodivergent Intramolecular Carbometalation Strategy with 2-(2’-Alkynylaryl)-3-iodofurans” Azusa Kondoh, Kohei Aita, Masahiro Terada, Chem. Eur. J. 2023, 29, e202300132    doi.org/10.1002/chem.202300132

2023

“Construction of Alkylidene Fluorene Scaffolds Using Pd-Catalyzed Direct Arene/Alkene Coupling Strategy” Hidenori Matsuyama, Xuan Zhang, Masahiro Terada, and Tienan Jin, Org. Lett. 2023, 25(5), 800-804    doi.org/10.1021/acs.orglett.2c04307

2023

“銅触媒によるN-アルコキシアニリン誘導体の[1,3]-アルコキシ転位反応” 中村 達, 有機合成化学協会誌、2023, 81(1), 2-13    doi.org/10.5059/yukigoseikyokaishi.81.2


2022

“Gold-Catalyzed Intermolecular Alkyne Insertion into the N–S Bond in Sulfenamides” Takato Asoh, Hiroki Tashiro, Masahiro Terada, and Itaru Nakamura, Org. Lett. 2022, 24, 50, 9264–9268    doi.org/10.1021/acs.orglett.2c03831

2022

“Kinetic resolution of racemic tertiary allylic alcohols through SN2′ reaction using a chiral bisphosphoric acid/silver(i) salt co-catalyst system” Satavisha Kayal, Jun Kikuchi, Naoya Shinagawa, Shigenobu Umemiya, and Masahiro Terada, Chem. Soc. 2022, 13, 9607-9613    DOI: 10.1039/D2SC03052G

2022

” Gold-Catalyzed Skeletal Rearrangement Reactions of O-Propargylic and O-Homopropargylic Oximes” Itaru Nakamura and Masahiro Terada, Heterocycles, 2022, 104, 1535-1558.  DOI: 10.3987/REV-22-984

2022

“Chiral Organosuperbase Catalysts as Useful Tools for Developing Enantioselective Reactions” Azusa Kondoh, Masahiro Terada, Aldrichimica Acta, 2022, 55(1), 9.  HP

“Synthesis of 2,2-Disubstituted 2H-Chromenes through Carbon-Carbon Bond Formation Utilizing [1,2]-Phospha-Brook Rearrangement under Brønsted Base Catalysis” Azusa Kondoh, Masahiro Terada, Chem. Eur. J. 2022, 28, e202201198.

DOI: 10.1002/chem.202201198

2022

“Formal Umpolung Addition of Phosphites to 2-Azaaryl Ketones under Chiral Brønsted Base Catalysis: Enantioselective Protonation Utilizing [1,2]-Phospha-Brook Rearrangement” Azusa Kondoh, Takayuki Hirozane, Masahiro Terada, Chem. Eur. J. 2022, 28, e202201240.

DOI: 10.1002/chem.202201240

2022

“Brønsted Base-Catalyzed Conjugate Addition of β-Acylvinyl Anion Equivalents to α,β-Unsaturated Ketones” Azusa Kondoh, Sho Yamaguchi, Yushi Watanabe, Masahiro Terada, Synlett, 2022, 33, 1853-1857 .  DOI: 10.1055/a-1827-5652

2022

“Brønsted base-catalyzed 1,2-addition/[1,2]-phospha-Brook rearrangement sequence providing functionalized phosphonates” Azusa Kondoh and Masahiro Terada, Org. Biomol. Chem., 2022,20, 2863-2866  doi.org/10.1039/D2OB00256F

2022

“Chiral Brønsted Acid Catalyzed Enantioconvergent Synthesis of Chiral Tetrahydrocarbazoles with Allenylsilanes from Racemic Indolylmethanols” Shigenobu Umemiya, Kong Lingqi, Yuno Eto, and Masahiro Terada, Chem. Lett, 2022, 51, 391-394.  doi.org/10.1246/cl.210803

2022

2021

“Pd-Catalyzed Indolization/peri-C–H Annulation/N-Dealkylation Cascade to Cyclopenta-Fused Acenaphtho[1,2-b]indole Scaffold” Tienan Jin, Shin Suzuki, Hon Eong Ho, Hidenori Matsuyama, Masaki Kawata, and Masahiro Terada, Org. Lett, 2021, 23, 9431-9435.

DOI:10.1021/acs.orglett.1c03575

2021

“Formal Fluorinative Ring Opening of 2-Benzoylpyrrolidines Utilizing [1,2]-Phospha-Brook Rearrangement for Synthesis of 2-Aryl-3-fluoropiperidines” Azusa Kondoh, Rihaku Ojima, and Masahiro Terada, Org. Lett, 2021, 23, 7894-7899.

DOI:10.1021/acs.orglett.1c02907

2021

“Development of chiral bisphosphoric acid/boronic acid co-catalyst system for enantioselective SN2’ reaction” Satavisha Kayal, Jun Kikuchi, Naoya Shinagawa, Shigenobu Umemiya, Masahiro Terada, Tetrahedron, 2021, 98, 132412  

DOI:10.1016/j.tet.2021.132412

2021

“Copper-catalyzed [1,3]-alkoxy rearrangement for the selective synthesis of polycyclic ortho-aminoarenol derivatives” Itaru Nakamura, Satoru Nozawa, Yasuhiro Ishida, Ichiro Muranushi, Alexandra Mayerweg and Masahiro Terada, Org. Chem. Front., 2021, 8, 6390-6394.

DOI:10.1039/D1QO01189H

2021

“Enantioconvergent Substitution Reactions of Racemic Electrophiles by Organocatalysis” Jun Kikuchi, Masahiro Terada Chem. Eur. J., 2021, 27, 10215-10225.

doi.org/10.1002/chem.202100439

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2021

“Dynamic parallel kinetic resolution of α-ferrocenyl cation initiated by chiral Brønsted acid catalyst” Yasunori Toda, Toshinobu Korenaga, Ren Obayashi, Jun Kikuchi and Masahiro Terada Chem. Sci., 2021, 12, 10306-10312

doi.org/10.1039/D1SC02122B

2021

“Radical addition reaction between chromenols and toluene derivatives initiated by Brønsted acid catalyst under light irradiation” Jun Kikuchi, Shota Kodama and Masahiro Terada Org. Chem. Front., 2021, 8, 4153-4159.

doi.org/10.1039/D1QO00657F

2021

“Catalytic Enantioselective Allylation of Acetylenic Aldehydes by Chiral Phosphoric Acid/Transition Metal Cooperative Catalysis: Formal Synthesis of Fostriecin” Shigenobu Umemiya and Masahiro Terada Org. Lett. 2021, 23(9), 3767-3771.

doi.org/10.1021/acs.orglett.1c00995

2021

“Cu-Catalyzed [1,3]-Alkoxy Rearrangement/Diels–Alder Cascade Reactions via in Situ Generation of Functionalized ortho-Quinol Imines” Itaru Nakamura, Kazuki Masukawa, Yasuhiro Ishida, and Masahiro Terada, Org. Lett. 2021, 23(11), 4127-4132.

doi.org/10.1021/acs.orglett.1c00995

2021

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2021

” Consecutive O‐S/N‐S Bond Cleavage in Au‐Catalyzed Rearrangement Reactions of Alkynyl N‐Sulfinylimines, Hiroki Tashiro, Masahiro Terada, Itaru Nakamura, Angew. Chem. Int. Ed. 2021, 60(22), 12248-12252.

doi.org/10.1002/anie.202100207

2021

Selected as a Hot Paper.

Highlighted as a front cover picture.

2021

” Development of Molecular Transformations on the Basis of Catalytic Generation of Anionic Species by Organosuperbase
Azusa Kondoh and Masahiro Terada, Bull. Chem. Soc. Jpn. 2021, 94, 339-356.

doi.org/10.1246/bcsj.20200308

2021

” Enantioselective Protonation through Hydrophosphinylation of 1,1‐Vinyl Azaheterocycle N‐Oxides Catalyzed by Chiral Bis(guanidino)iminophosphorane as Higher Order Organosuperbase” Saikat Das, Qiupeng Hu, Azusa Kondoh, Masahiro Terada, Angew. Chem. Int. Ed., 2021, 60, 1417-1422.

doi:10.1002/anie.202012492

2021

” Brønsted Base‐Catalyzed Formal Reductive [3+2] Annulation of 4,4,4‐Trifluorocrotonate and α‐Iminoketones” Azusa Kondoh, Masahiro Terada, Chem. Eur. J., 2021, 27, 585-588.

10.1002/chem.202002943

2021

2020

” Chiral Phosphoric Acid-Catalyzed Enantioselective Phospha-Michael-Type Addition Reaction of Diarylphosphine Oxides with Alkenyl Benzimidazoles” Linan Hou, Jun Kikuchi, Haiting Ye, Ming Bao, and Masahiro Terada, J. Org. Chem., 2020, 85, 14802-14809.

doi:10.1021/acs.joc.0c01840

2020

” Enantioselective hydrophosphinylation of 1-alkenylphosphine oxides catalyzed by chiral strong Brønsted base” Azusa Kondoh, Sho Ishikawa, Masahiro Terada, Org. Biomol. Chem., 2020, 18, 7814-7817.

https://doi.org/10.1039/D0OB01778G

2020

“Chiral Phosphoric Acid Catalyzed Enantioselective [4 + 2] Cycloaddition Reaction of α-Fluorostyrenes with Imines” Jun Kikuchi, Haiting Ye, and Masahiro Terada, Org. Lett. 2020, 22, 8957-8961.

https://pubs.acs.org/doi/10.1021/acs.orglett.0c03360

2020

” Intermolecular Oxidative Friedel–Crafts Reaction Triggered Ring Expansion Affording 9,10-Diarylphenanthrenes” Lu Yang, llya D. Gridnev, Masahiro Terada, and Tienan Jin, Org. Lett. 2020, 22, 8920-8924.

https://pubs.acs.org/doi/10.1021/acs.orglett.0c03283

2020

” Synthesis of diarylalkanes through an intramolecular/intermolecular addition sequence by auto-tandem catalysis with strong Brønsted base” Azusa Kondoh, Chaoyan Ma, Masahiro Terada, Chem. Commun. 2020, 56, 10894-10897.

https://doi.org/10.1039/D0CC04512H

2020

” Efficient Synthesis of O-tert-Propargylic Oximes via Nicholas Reaction” Itaru Nakamura, Keigo Shiga, Mao Suzuki, Masahiro Terada, Synthesis, 2020, 52, 3461-3465.

DOI: 10.1055/s-0040-1707191

2020

” Exo‐Cyclization – Intermolecular Methylene Transfer Sequence in Au‐Catalyzed Reactions of O‐Homopropargylic Oxime” Itaru Nakamura, Arinobu Hirayama, Shinya Gima, Masahiro Terada, Chem. Eur. J. 2020, 26, 15816-15820.

https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.202002764

2020

” Tandem Oxidative Ring Expansion for Synthesis of Dibenzocyclooctaphenanthrenes” Lu Yang, Hidenori Matsuyama, Sheng Zhang, Masahiro Terada, and Tienan Jin, Org. Lett. 2020, 22, 5121-5125.

https://pubs.acs.org/doi/10.1021/acs.orglett.0c01725

2020

“Brønsted Base-Catalyzed Transformation of α,β-Epoxyketones Utilizing [1,2]-Phospha-Brook Rearrangement for the Synthesis of Allylic Alcohols Having a Tetrasubstituted Alkene Moiety” Azusa Kondoh, Naoko Tasato, Takuma Aoki, and Masahiro Terada Org. Lett. 2020, 22, 517-5175.

https://pubs.acs.org/doi/10.1021/acs.orglett.0c01765

2020

“Recent topics on synthesis of π-extended polycycles by cascade annulations” Tienan Jin, Masahiro Terada, Tetrahedron Lett. 2020, 61(8), 151514.

https://doi.org/10.1016/j.tetlet.2019.151514

2020

“Chiral strong Brønsted acid-catalyzed enantioselective addition reaction of simple olefins with ethyl glyoxylate” Jun Kikuchi, Yuki Aizawa, and Masahiro Terada Org. Chem. Front. 2020, 7, 1383-1387.

https://pubs.rsc.org/en/content/articlelanding/2020/qo/d0qo00448k#!divAbstract

2020

“”One‐Pot Synthesis of Enantioenriched β‐Amino Secondary Amides via Enantioselective [4+2] Cycloaddition Reaction of Vinyl Azides with N‐Acyl Imines Catalyzed by Chiral Brønsted Acid” Taishi Nakanishi, Jun Kikuchi, Atsushi Kaga, Shunsuke Chiba, Masahiro Terada, Chem. Eur. J. 2020, 26, 8230-8234.

https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.202002049

2020

“Synthesis of meta-Substituted Anilines via Copper-Catalyzed [1,3]-Methoxy Rearrangement”
Itaru Nakamura, Hiroki Tashiro, Yasuhiro Ishida, Masahiro Terada,
, Org. Lett., 2020, 22(10), 3794-3798. https://pubs.acs.org/doi/10.1021/acs.orglett.0c01009

2020

“Chiral Brønsted Acid‐Catalyzed Enantioconvergent Propargylic Substitution Reaction of Racemic Secondary Propargylic Alcohols with Thiols”
Jun Kikuchi, Kyohei Takano, Yusuke Ota, Shigenobu Umemiya, Masahiro Terada,
, Chem. Eur. J., 8230-8234. https://doi.org/10.1002/chem.202001609

2020

“Synthesis of Tetrasubstituted Furans through One-Pot Formal [3 + 2] Cycloaddition Utilizing [1,2]-Phospha-Brook Rearrangement” Azusa Kondoh, Kohei Aita, Sho Ishikawa, Masahiro Terada, Organic Letters, 2020, 22, 2105-2110. https://pubs.acs.org/doi/abs/10.1021/acs.orglett.0c00619

2020

“Mechanism and Origin of Stereoselectivity in Chiral Phosphoric Acid‐Catalysed Aldol‐Type Reactions of Azlactones with Vinyl Ethers” Kyohei Kanomata, Yuki Nagasawa, Masahiro Yamanaka, Yukihiro Shibata, Fuyuki Egawa, Jun Kikuchi, Masahiro Terada, Chem. Eur. J., 2020, 26, 3367-3372. https://doi.org/10.1002/chem.201905296

2020

“Development of Chiral Ureates as Chiral Strong Brønsted Base Catalysts” Azusa Kondoh, Sho Ishikawa, Masahiro Terada, J. Am. Chem. Soc., 2020, 142, 3724-3728. https://doi.org/10.1021/jacs.9b13922

2020

“Development of Chiral Organosuperbase Catalysts Consisting of Two Different Organobase Functionalities” Azusa Kondoh, Masafumi Oishi, Hikaru Tezuka, Masahiro Terada, Angew. Chem. Int. Ed., 2020, 59(19), 7472-7477. https://doi.org/10.1002/anie.202001419

2020

Highlighted at Frontispices.

2020