PUBLICATIONS

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2019

“Synthesis of Trisubstituted Allenamides Utilizing 1,2-Rearrangement of Dialkoxyphosphoryl Moiety under Brønsted Base Catalysis” Azusa Kondoh, Ryosuke Ozawa, and Masahiro Terada, Chem. Lett., 2019, 48, 1164-1167. DOI: /10.1246/cl.190489

2019

“Minireview:Catalytic Performance of Nanoporous Metal Skeleton Catalysts for Molecular Transformations” Tienan Jin, Masahiro Terada, Ming Bao, Yoshinori Yamamoto, Chem.Sus.Chem, 2019, 12, 2936-2954. DOI: 10.1002/cssc.201900318

2019

“Heterogeneous Catalytic Reduction of Tertiary Amides with Hydrosilanes Using Unsupported Nanoporous Gold Catalyst” Yuhui Zhao, Sheng Zhang, Yoshinori Yamamoto, Ming Bao, Tienan Jin, Masahiro Terada, Adv.Synth.Catal, 2019, 361, 4817-4824. DOI: 10.1002/adsc/201900838

2019

“Chiral Brønsted Acid-Catalyzed Formal α-Vinylation of Ketones for the Enantioselective Construction of Quaternary Carbon Center” Stavisha Kayal, Jun Kikuchi, Masahiro Shimizu, Masahiro Terada, ACS Catal.2019, 9, 6846–6850. DOI: 10.1021/acscatal.9b01780

2019

“Enantioselective Addition Reaction of Azlactones with Styrene Derivatives Catalyzed by Strong Chiral Brønsted Acids” Jun Kikuchi, Masahiro Terada, Angew. Chem. Int. Ed. 2019, 58, 8458–8462. DOI: 10.1002/anie.201903111

2019

“Bis-phosphoric Acid Derived from BINOL Dimer as a Chiral Brønsted Acid Catalyst for Enantioselective Transformations” Masahiro Terada, Yogesh Gupta, Jun Kikuchi, Chem. Lett. 2019, 48, 260–263. DOI: 10.1246/cl.180977

2019

“Au-Catalyzed Skeletal Rearrangement of O-Propargylic Oximes via N-O Bond Cleavage with the Aid of a Brønsted Base Cocatalyst ” Keigo Shiga, Ilya D. Gridnev, Masahiro Terada and Itaru Nakamura, Chem. Sci. 2019, 10, 5283-5289. DOI: 10.1039/C9SC00501C

2019

“Organocatalytic Nucleophilic Substitution Reaction of gem-Difluoroalkenes with Ketene Silyl Acetals” Azusa Kondoh, Kazumi Koda, and Masahiro Terada, Org. Lett. 2019, 21, 2277. DOI: 10.1021/acs.orglett.9b00566

2019

“Recent progress on catalytic [1,3]-oxygen rearrangement reactions from nitrogen to carbon atoms” Itaru Nakamura, Masahiro Terada, Tetrahedron Letters, 2019, 60(10), 689-698. DOI:10.1016/j.tetlet.2019.01.057

2019

“Gold-Catalyzed Cyclization/Intermolecular Methylene Transfer ­Sequence of O-Propargylic Oximes Derived from Glyoxylates” Shinya Gima, Keigo Shiga, Masahiro Terada, Itaru Nakamura, Synlett, 2019, 30(4), 393-396, DOI: 10.1055/s-0037-1611640

2019

“F10BINOL-derived chiral phosphoric acid-catalyzed enantioselective carbonyl-ene reaction: theoretical elucidation of stereochemical outcomes” Jun Kikuchi, Hiromu Aramaki, Hiroshi Okamoto and Masahiro Terada, Chem. Sci., 2019, 10, 1426-1433, DOI:10.1039/C8SC03587C

2019

2018

“Enantioselective Intramolecular Nicholas Reaction Catalyzed by Chiral Phosphoric Acid: Enantio‐convergent Synthesis of Seven‐membered Cyclic Ethers from Racemic Diols” Yusuke Ota, Azusa Kondoh, Masahiro Terada, Angew. Chem. Int. Ed. 2018, 57, 13917–13921, DOI.org:10.1002/anie.201808239

2018

“Efficient Synthesis of Polysubstituted Pyrroles Based on [3+2] Cycloaddition Strategy Utilizing [1,2]‐Phospha‐Brook Rearrangement under Brønsted Base Catalysis” Azusa Kondoh, Akio Iino, Sho Ishikawa, Takuma Aoki, Masahiro Terada, Chem. Eur. J.
2018, 24, 15246–15253, DOI:10.1002/chem.201803809

2018

Highlighted at cover picture.

2018

“Brønsted Base-Catalyzed Reductive Cyclization of Alkynyl α-Iminoesters through Auto-Tandem Catalysis” Azusa Kondoh and Masahiro Terada, Org. Lett. 2018, 20 (17), 5309−5313, DOI: 10.1021/acs.orglett.8b02236

2018

“Organocatalytic Arylation of α‐Ketoesters Based on Umpolung Strategy: Phosphazene‐Catalyzed SNAr Reaction Utilizing [1,2]‐Phospha‐Brook Rearrangement” Azusa Kondoh, Takuma Aoki and Masahiro Terada, Chem. Eur. J. 2018, 24, 13110–13113, DOI:10.1002/chem.201803218

2018

“Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines” Itaru Nakamura, Mao Owada, Takeru Jo and Masahiro Terada, Beilstein J. Org. Chem. 2018, 14, 1972–1979, DOI:10.3762/bjoc.14.172.

2018

“Copper-catalyzed Domino [1,3]/[1,2] Rearrangement for the Efficient Synthesis of Multisubstituted ortho-Anisidines” Yasuhiro Ishida, Itaru Nakamura, and Masahiro Terada, J. Am. Chem. Soc., 2018, 140(28), 8629-8633, DOI: 10.1021/jacs.8b03669

2018
2018

東北大学HPよりプレスリリースされました[HP]

日本経済新聞に紹介されました[HP]

“Chiral Brønsted acid-catalyzed intramolecular SN2′ reaction for enantioselective construction of a quaternary stereogenic center” Masahiro Shimizu, Jun Kikuchi, Azusa Kondoh and Masahiro Terada, Chem. Sci. 2018, 9, 5747-5757, DOI: 10.1039/C8SC01942H

2018

“Pd‐Catalyzed Consecutive C−H‐Arylation‐Triggered Cyclotrimerization: Synthesis of Star‐Shaped Benzotristhiazoles and Benzotrisoxazoles”Dr. Zhanqiang Xu, Dr. Kazuaki Oniwa, Hiromasa Kikuchi, Prof. Ming Bao, Prof. Yoshinori Yamamoto, Prof. Tienan Jin, Prof. Masahiro Terada, Chem. Eur. J. 2018, 24, 9041–9050,
DOI: 10.1002/chem.201801849

2018

Highlighted at cover picture.

2018

“Enantioselective Direct Mannich-Type Reactions of 2-Benzylpyridine N-Oxides Catalyzed by Chiral Bis(guanidino)iminophosphorane Organosuperbase” Qiupeng Hu, Azusa Kondoh and Masahiro Terada, Chem. Sci. 2018, 9, 4348-4351, DOI: 10.1039/C8SC00808F

2018

” Enantioselective Formal [3+2] Cycloaddition of Epoxides with Imines under Brønsted Base Catalysis: Synthesis of 1,3‐Oxazolidines with Quaternary Stereogenic Center” Azusa Kondoh , Shiori Akahira , Masafumi Oishi , Masahiro Terada, Angew. Chem. Int. Ed. 2018, 57, 6299-6303, DOI: 10.1002/anie.201802468

2018

“Chiral Phosphoric Acid Catalyzed Enantioselective Ring Expansion Reaction of 1,3-Dithiane Derivatives: Case Study of the Nature of Ion-Pairing Interaction” Feng Li, Toshinobu Korenaga, Taishi Nakanishi, Jun Kikuchi, and Masahiro Terada, J. Am. Chem. Soc. 2018, 140, 2629-2642, DOI: 10.1021/jacs.7b13274

2018

“Brønsted Base-Catalyzed Umpolung Intramolecular Cyclization of Alkynyl Imines” Azusa Kondoh, Masahiro Terada, Chem. Eur. J. 2018, 24, 3998-4001, DOI: 10.1002/chem.201800219

2018

The paper was selected as one of the top downloaded in Chemistry – A European Journal!(2020.4.30)

2018
2018

2017

“Intramolecular Addition of Benzyl Anion to Alkyne Utilizing [1,2]-Phospha-Brook Rearrangement under Brønsted Base Catalysis” Azusa Kondoh, Ryosuke Ozawa, Takuma Aoki and Masahiro Terada, Org. Biomol. Chem. 2017, 15, 7277-7281, DOI: 10.1039/C7OB02059G

2017

“Efficient Synthesis of Enantio-enriched Isoxazoles by Chirality Transfer in Gold-Catalyzed Cyclization/Methylene Group Transfer Followed by Carbonyl Ene Reaction” Shinya Gima, Itaru Nakamura, Masahiro Terada, Eur. J. Org. Chem. 2017, 4375-4378, DOI: 10.1002/ejoc.201700708

2017

“Cationic N-Heterocyclic Carbene Copper-Catalyzed [1,3]-Alkoxy Rearrangement of N-Alkoxyanilines” Itaru Nakamura, Takeru Jo, Yasuhiro Ishida, Hiroki Tashiro, and Masahiro Terada, Org. Lett. 2017, 19 (12), 3059–3062 DOI: 10.1021/acs.orglett.7b01110

2017

“Synthesis of Indolizine Derivatives Utilizing [1,2]-Phospha-Brook Rearrangement/Cycloisomerization Sequence” Azusa Kondoh, Kazumi Koda, Yuji Kamata, and Masahiro Terada, Chem Lett. 2017, 46 (7) 1020-1023. DOI: 10.1246/cl.170377

2017

“Rapid Access to Nitrogenous Heterobicycles via Rh(III)-catalyzed Isomerization from Alkynes to Allenes” Itaru Nakamura, Keisuke Takeda, Yoshinori Sato and Masahiro Terada Chem. Eur. J. 2017, 23, 7686–7688 DOI: 10.1002/chem.201701704

2017

“Concerted [1,3]-Rearrangement in Cationic Cobalt-Catalyzed Reaction of O-(Alkoxycarbonyl)-N-arylhydroxylamines” Itaru Nakamura, Mao Owada, Takeru Jo, and Masahiro Terada, Org. Lett., 2017, 19(8), 2194-2196. DOI: 10.1021/acs.orglett.7b00700

2017

“Synthesis of Enantioenriched γ-Amino-α,β-unsaturated Esters Utilizing Palladium-Catalyzed Rearrangement of Allylic Carbamates for Direct Application to Formal [3 + 2] Cycloaddition” Azusa Kondoh, Yuji Kamata, and Masahiro Terada, Org. Lett., 2017, 19(7), 1682-1685. DOI: 10.1021/acs.orglett.7b00471

2017

“Efficient Synthesis Multisubstituted 2-​Alkenylpyridines via 2,​3-​Rearrangement of O-​Homoallenylic Oximes” Itaru Nakamura, Yoshiharu Oyama, Dong Zhang, Masahiro Terada, Organic Chemistry Frontiers (2017), 4(6), 1034-1036.  DOI: 10.1039/C6QO00703A

2017

“Generation and Application of Homoenolate Equivalents Utilizing [1,​2]​-​Phospha-​Brook Rearrangement under Bronsted Base Catalysis ” Azusa Kondoh, Takuma Aoki, Masahiro Terada, Chemistry – A European Journal, 2017, 23(12), 2769-2773.  DOI: 10.1002/chem.201605673

2017

2016

“Synthesis of 2,3-allenylamides utilizing [1,2]-phospha-Brook rearrangement and their application to gold-catalyzed cycloisomerization providing 2-aminofuran derivatives” Azusa Kondoh, Sho Ishikawa, Takuma Aoki, and Masahiro Terada Chem. Commun., 2016,52, 12513-12516. DOI:10.1039/C6CC06591K

2016

“Molecular Design of a Chiral Bronsted Acid with Two Different Acidic Sites: Regio-​, Diastereo-​, and Enantioselective Hetero-​Diels-​Alder Reaction of Azopyridinecarboxylate with Amidodienes Catalyzed by Chiral Carboxylic Acid-​Monophosphoric Acid” Norie Momiyama, Hideaki Tabuse, Hirofumi Noda, Masahiro Yamanaka, Takeshi Fujinami, Katsunori Yamanishi, Atsuto Izumiseki, Kosuke Funayama, Fuyuki Egawa, Shino Okada, Hiroaki Adachi, and Masahiro Terada. J. Am. Chem. Soc., 2016, 138, 11353-11359. DOI:10.1021/jacs.6b07150

2016

“Enantioconvergent Nucleophilic Substitution Reaction of Racemic Alkyne–Dicobalt Complex (Nicholas Reaction) Catalyzed by Chiral Brønsted Acid
” Masahiro Terada, Yusuke Ota, Feng Li, Yasunori Toda, and Azusa Kondoh. J. Am. Chem. Soc., 2016, 138, 11038-11043. DOI:10.1021/jacs.6b05948

2016

“Chiral Phosphoric Acid Catalyzed Diastereo- and Enantioselective Mannich-Type Reaction between Enamides and Thiazolones” Jun Kikuchi, Norie Momiyama, and Masahiro Terada. Org. Lett. 2016, 18, 2521-2523. DOI: 10.1021/acs.orglett.6b00857

2016

“Brønsted Base-Catalyzed Three-Component Coupling Reaction of α-Ketoesters, Imines, and Diethyl Phosphite Utilizing [1,2]-Phospha-Brook Rearrangement” Azusa Kondoh, and Masahiro Terada. Org. Biomol. Chem. 2016, 14, 4704-4711. DOI: 10.1039/C6OB00739B

2016

“Novel Methodology for the Efficient Synthesis of 3-Aryloxindoles: [1,2]-Phospha-Brook Rearrangement–Palladium-Catalyzed Cross-Coupling Sequence” Azusa Kondoh, Akira Takei, and Masahiro Terada. Synlett 2016, 27, 1848-1853. DOI: 10.1055/s-0035-1561859

2016

“Enantioselective Intramolecular Cyclization of Alkynyl Esters Catalyzed by Chiral Brønsted Base” Azusa Kondoh, Hoa Thi Quynh Tran, Kyoko Kimura and Masahiro Terada. Chem. Commun., 2016, 52, 5726-5729. DOI: 10.1039/C6CC01690A

2016

“Construction of Vicinal Quaternary Stereogenic Centers by Enantioselective Direct Mannich-Type Reaction Using a Chiral Bis(guanidino)iminophosphorane Catalyst” Tadahiro Takeda, Azusa Kondoh, and Masahiro Terada. Angew. Chem. Int. Ed., 2016, 55, 4734-4737. DOI: 10.1002/anie.201601352

2016

“Study of Stereocontrolling Elements in Chiral Phosphoric Acid Catalyzed Addition Reaction of Vinylindoles with Azlactones” Kyohei Kanomata, and Masahiro Terada. Synlett 2016, 27, 581-585. DOI: 10.1055/s-0035-1561677

2016

“Perfluorinated Aryls in the Design of Chiral Brønsted Acid Catalysts: Catalysis of Enantioselective [4+2] Cycloadditions and Ene–Reactions of Imines with Alkenes by Chiral Mono-Phosphoric Acids with Perfluoroaryls” Norie Momiyama, Hiroshi Okamoto, Jun Kikuchi, Toshinobu Korenaga, and Masahiro Terada. ACS Catal., 2016, 6, 1198–1204. DOI: 10.1021/acscatal.5b02136

2016

“Hydrogen Bonds-Enabled Design of a C1-Symmetric Chiral Brønsted Acid Catalyst” Norie Momiyama, Kosuke Funayama, Hirofumi Noda, Masahiro Yamanaka, Naohiko Akasaka, Shintaro Ishida, Takeaki Iwamoto, and Masahiro Terada. ACS Catal., 2016, 6, 949-956. DOI: 10.1021/acscatal.5b02079

2016

“Enantioselective Aza Michael-​Type Addition to Alkenyl Benzimidazoles Catalyzed by Chiral Phosphoric Acid”
Ya-Yi Wang, Kyohei Kanomata, Toshinobu Korenaga, and Masahiro Terada. Angew. Chem. Int. Ed., 2016, 55, 927-931. DOI: 10.1002/anie.201508231

2016

“Chiral Brønsted acid-catalyzed enantioselective Friedel–Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situ
Azusa Kondoh, Yusuke Ota, Takazumi Komuro, Fuyuki Egawa, Kyohei Kanomata and Masahiro Terada. Chem. Sci., 2016, 7, 1057-1062. DOI: 10.1039/c5sc03175c

2016

2015

“Enantioselective Addition of a 2-Alkoxycarbonyl-1,3-dithiane to Imines Catalyzed by a Bis(guanidino)iminophosphorane Organosuperbase” Azusa Kondoh, Masafumi Oishi, Tadahiro Takeda and Masahiro Terada Angew. Chem. Int. Ed., 2015, 54(52) 15836-15839. DOI: 10.1002/anie.201508178 (Highlighted at front cover)

2015

“Design of a Brønsted Acid with Two Different Acidic Sites: Synthesis and Application of Aryl Phosphinic Acid-Phosphoric Acid as a Brønsted Acid Catalyst
” Norie MOMIYAMA,  Tomohiro Narumi and Masahiro Terada Chem. Commun., 2015, 51(95), 16976-16979. DOI: 10.1039/C5CC06787A

2015

“Ring Expansion of Epoxides under Brønsted Base Catalysis: Formal [3+2] Cycloaddition of β,γ-Epoxy Esters with Imines Providing 2,4,5-Trisubstituted 1,3-Oxazolidines” Azusa Kondoh, Kenta Odaira and Masahiro Terada Angew. Chem. Int. Ed., 2015, 54(38) 11240-11244. DOI: 10.1002/anie.201505893

2015

“Synthesis of Phenanthrene Derivatives by Intramolecular Cyclization Utilizing [1,2]-Phospha-Brook Rearrangement Catalyzed by Brønsted Base” Azusa Kondoh, Takuma Aoki and Masahiro Terada, Chem. Eur. J., 2015, 21(36) 12577-12580. DOI: 10.1002/chem.201501377

2015

“Brønsted base-catalyzed α-oxygenation of carbonyl compounds utilizing the [1,2]-phospha-Brook rearrangement” Azusa Kondoh and Masahiro Terada Org. Chem. Front., 2015, 2, 801-805 DOI: 10.1039/C5QO00108K

2015

“Skeletal Rearrangement of O-Propargylic Formaldoximes by a Gold-Catalyzed Cyclization/Intermolecular Methylene Transfer Sequence” Itaru Nakamura, Shinya Gima, Yu Kudo and Masahiro Terada, Angew. Chem., Int. Ed. 2015, 54(24), 7154-7157. DOI: 10.1002/anie.201501856

2015

“Copper-Catalyzed Skeletal Rearrangements of O-Propargylic Oximes via Cleavage of a Carbon–Oxygen Bond” Itaru Nakamura, and Masahiro Terada, Chemical Records, 2015, 15(2), 429-444 DOI: 10.1002/tcr.201402088

2015

“Synthetic Method for 2,2′-Disubstituted Fluorinated Binaphthyl Derivatives and Application as Chiral Source in Design of Chiral Mono-Phosphoric Acid Catalyst” Norie Momiyama, Hiroshi Okamoto, Masahiro Shimizu and Masahiro Terada, Chirality 2015, 27(8), 464-475. DOI: 10.1002/chir.22429

2015

“Kinetic Resolution of Racemic Amino Alcohols through Intermolecular Acetalization Catalyzed by Chiral Brønsted Acid” Takuto Yamanaka , Azusa Kondoh , and Masahiro Terada J. Am. Chem. Soc., 2015, 137(3), 1048-1051, DOI: 10.1021/ja512238n

2015

This paper was highlighted in Synfacts 2015, 11(4), 434. DOI: 10.1055/s-0034-1380355


“Synthesis of Intermediary P3 Phosphazenium Framework and Its Derivatization to Chiral Cationic Macrocycles Including Two P3 Phosphazenium Units with Hydrogen Bond Donor Sites” Masahiro Terada, Kengo Goto, Takashi Ikehara, and Azusa Kondoh, Heterocycles, 2015, 90(2) 1396-1404 DOI: 10.3987/COM-14-S(K)98

2015