PUBLICATIONS

“Development of Flow Photochemical Process in π-Lewis Acidic Metal-Catalyzed Cyclization/Radical Addition Sequence: In situ Generated 2-Benzopyrylium as Photoredox Catalyst and Reactive Intermediate“ Masahiro Terada, Zen Iwasaki, Ryohei Yazaki, Shigenobu Umemiya, Jun Kikuchi, Beilstein J. Org. Chem. 2024, 20, 1973–1980.

https://doi.org/10.3762/bjoc.20.173

“Catalytic Generation of Benzyl Anions from Aryl Ketones Utilizing [1,2]-Phospha-Brook Rearrangement and Their Application to Synthesis of Tertiary Benzylic Alcohols” Azusa Kondoh, Hirochika Suzuki, Takayuki Hirozane, Masahiro Terada, Chem. Eur. J. 2024, Early View. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202402967?af=R

“Synthesis of 2,3,5,6-Tetrasubstituted Thieno[3,2-b]furans Through Formal [3+2] Cycloaddition Utilizing [1,2]-Phospha-Brook Rearrangement / Brønsted Base-Mediated Cyclization Sequence” Azusa Kondoh, Kohei Aita, Masahiro Terada, Adv. Synth. Catal. 2024, Early View. https://onlinelibrary.wiley.com/doi/10.1002/adsc.202400767

“Asymmetric Auto-Tandem Catalysis with Chiral Organosuperbases: Intramolecular Cyclization / Enantioselective Direct Mannich-Type Addition Sequence” Azusa Kondoh, Takuro Kato, Hao Chen, Masahiro Terada, Org. Lett. 2024, 26, 6523-6528. https://pubs.acs.org/doi/10.1021/acs.orglett.4c02532

“Consecutive π-Lewis acidic metal-catalysed cyclisation/photochemical radical addition promoted by in situ generated 2-benzopyrylium as the photoredox catalyst”  Masahiro Terada, Ryohei Yazaki, Ren Obayashi, Zen Iwasaki, Shigenobu Umemiya, Jun Kikuchi,  Chem. Sci. 2024, 15, 6115-6121.  https://pubs.rsc.org/en/content/articlelanding/2024/sc/d4sc00808a

“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, 366, 1857-1862.　https://onlinelibrary.wiley.com/doi/10.1002/adsc.202301503

“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

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

“Divergent Synthesis of Anisidines by Controlling Cu-Catalyzed [1,3]-Methoxy Rearrangement” Itaru Nakamura, Riku Konta, Yasuhiro Ishida, Mai Tachibana, Masahiro Terada, Adv. Synth Catal. 2023, 365, 4677-4683. 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

“Ag-Catalyzed para-Selective Sulfenyl Group Transfer Reactions of N-Sulfenylanilides” Itaru Nakamura, Ichiro Muranushi, Takato Asoh, Masahiro 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

“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

“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

“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

“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

“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

“[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

“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

“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

“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

“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

” 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

“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

“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

“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

“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

“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

“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

“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

“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

“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

“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

Highlighted as a Frontispiece.

“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

“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

“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

“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

Highlighted as a cover picture.

” 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

Selected as a Hot Paper.

Highlighted as a front cover picture.

” 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

” 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

” 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

” 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

” 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

“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

” 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

” 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

” 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

” 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

” 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

“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

“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

“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

“”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

“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

“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

“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

“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

“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

“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

Highlighted at Frontispices.