Enantioselective cyanoethoxycarbonylation of isatins promoted by a Lewis base-Brønsted acid cooperative catalyst

Yoshihiro Ogura; Matsujiro Akakura; Akira Sakakura; Kazuaki Ishihara

doi:10.1002/anie.201303572

Enantioselective cyanoethoxycarbonylation of isatins promoted by a Lewis base-Brønsted acid cooperative catalyst

Yoshihiro Ogura, Matsujiro Akakura, Akira Sakakura, Kazuaki Ishihara

Research output: Contribution to journal › Article › peer-review

38 Citations (Scopus)

Abstract

Teaming up to make it happen: In the title reaction, the Lewis basic site of the catalyst activated ethyl cyanoformate, and the deep and flexible Brønsted acidic cavity stabilized and selectively recognized the key reaction intermediate to promote asymmetric acylation (see scheme).

Original language	English
Pages (from-to)	8299-8303
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	32
DOIs	https://doi.org/10.1002/anie.201303572
Publication status	Published - Aug 5 2013

Keywords

Brønsted acids
Lewis bases
asymmetric catalysis
isatins
synthetic methods

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201303572

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abstract = "Teaming up to make it happen: In the title reaction, the Lewis basic site of the catalyst activated ethyl cyanoformate, and the deep and flexible Br{\o}nsted acidic cavity stabilized and selectively recognized the key reaction intermediate to promote asymmetric acylation (see scheme).",

keywords = "Br{\o}nsted acids, Lewis bases, asymmetric catalysis, isatins, synthetic methods",

author = "Yoshihiro Ogura and Matsujiro Akakura and Akira Sakakura and Kazuaki Ishihara",

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AU - Ogura, Yoshihiro

AU - Akakura, Matsujiro

AU - Sakakura, Akira

AU - Ishihara, Kazuaki

PY - 2013/8/5

Y1 - 2013/8/5

N2 - Teaming up to make it happen: In the title reaction, the Lewis basic site of the catalyst activated ethyl cyanoformate, and the deep and flexible Brønsted acidic cavity stabilized and selectively recognized the key reaction intermediate to promote asymmetric acylation (see scheme).

AB - Teaming up to make it happen: In the title reaction, the Lewis basic site of the catalyst activated ethyl cyanoformate, and the deep and flexible Brønsted acidic cavity stabilized and selectively recognized the key reaction intermediate to promote asymmetric acylation (see scheme).

KW - Brønsted acids

KW - Lewis bases

KW - asymmetric catalysis

KW - isatins

KW - synthetic methods

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Enantioselective cyanoethoxycarbonylation of isatins promoted by a Lewis base-Brønsted acid cooperative catalyst

Abstract

Keywords

ASJC Scopus subject areas

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