Organocatalyzed Asymmetric Vinylogous Michael Reactions of 3,5‐Dialkyl‐Substituted 4‐Nitroisoxazoles: A Direct Method for the Synthesis of Chiral Isoxazole Derivatives | Zendy

Zhang Yong | Zendy; Wei Biaowen | Zendy; Lin Hui | Zendy; Cui Weirong | Zendy; Zeng Xianqiang | Zendy; Fan Xiaolin | Zendy

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Organocatalyzed Asymmetric Vinylogous Michael Reactions of 3,5‐Dialkyl‐Substituted 4‐Nitroisoxazoles: A Direct Method for the Synthesis of Chiral Isoxazole Derivatives

Author(s) -

Zhang Yong,

Wei Biaowen,

Lin Hui,

Cui Weirong,

Zeng Xianqiang,

Fan Xiaolin

Publication year - 2015

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201400833

Subject(s) - chemistry , isoxazole , organocatalysis , michael reaction , organic chemistry , catalysis , enantioselective synthesis , combinatorial chemistry

The direct asymmetric vinylogous Michael addition of 3,5‐dialkyl‐substituted 4‐nitroisoxazoles with α,β‐unsaturated aldehydes catalyzed by a diphenylprolinol TBS ether organocatalyst is described, giving products with moderate to good yields and up to excellent enantioselectivities (96% ee ). This approach provides an easy access to highly functionalized chiral isoxazole derivatives.

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