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简单的氨硅醚有机催化剂用于异吲哚啉酮与烯酮的不对称杂 Diels-Alder 反应。

Simple amino silyl ether organocatalyst for asymmetric hetero Diels-Alder reaction of isatins with enones.

机构信息

Graduate School of Engineering, Muroran Institute of Technology, Muroran, Japan.

Department of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University, Sendai, Japan.

出版信息

Chirality. 2021 Aug;33(8):454-464. doi: 10.1002/chir.23319. Epub 2021 May 13.

Abstract

New two catalysts component system comprising of a primary β-amino silyl ethers as an organocatalyst and N-protected amino acids as a co-catalyst put together worked as an efficient organocatalyst system in the hetero Diels-Alder reaction of isatins with enones affording the chiral spirooxindole-tetrahydropyranones in good chemical yields and stereoselectivities (up to 94%, up to dr 78:22., up to 85% ee).

摘要

新型的双催化剂成分体系由伯β-氨硅醚作为有机催化剂和 N-保护氨基酸作为共催化剂组成,在异色满酮与烯酮的杂 Diels-Alder 反应中表现出高效的有机催化体系,以良好的化学收率和立体选择性(高达 94%,dr 高达 78:22,ee 高达 85%)得到手性螺环氧化吲哚-四氢吡喃酮。

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