Literature DB >> 25933059

PyBidine-NiCl2-Catalyzed Asymmetric Addition of Alcohols and Peroxides to Isatin-Derived Ketimines.

Takayoshi Arai1, Kento Tsuchiya1, Eri Matsumura1.   

Abstract

An (S,S)-diphenyldiamine-derived bis(imidazolidine)pyridine (PyBidine)-NiCl2 complex catalyzed the asymmetric addition of methanol and peroxides to isatin-derived N-Boc-imines to form chiral quaternary N,O-acetals at the C3 position of the resulting oxiindoles in up to 99% yield with 94% ee.

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Year:  2015        PMID: 25933059     DOI: 10.1021/acs.orglett.5b00928

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides.

Authors:  Feilong He; Guanghui Chen; Junxia Yang; Guojuan Liang; Ping Deng; Yan Xiong; Hui Zhou
Journal:  RSC Adv       Date:  2018-03-05       Impact factor: 4.036

2.  Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts.

Authors:  Hee Seung Jang; Yubin Kim; Dae Young Kim
Journal:  Beilstein J Org Chem       Date:  2016-07-20       Impact factor: 2.883

Review 3.  Synthesis of chiral 3-substituted 3-amino-2-oxindoles through enantioselective catalytic nucleophilic additions to isatin imines.

Authors:  Hélène Pellissier
Journal:  Beilstein J Org Chem       Date:  2018-06-06       Impact factor: 2.883

4.  Cu-catalyzed asymmetric addition of alcohols to β,γ-alkynyl-α-imino esters for the construction of linear chiral N,O-ketals.

Authors:  Cheng Sheng; Zheng Ling; Yicong Luo; Wanbin Zhang
Journal:  Nat Commun       Date:  2022-01-20       Impact factor: 14.919

  4 in total

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