Enantioselective Acyloin Rearrangement of Acyclic Aldehydes Catalyzed by Chiral Oxazaborolidinium Ion

被引：9

作者：

Cho, Soo Min ^{[1
]}

Lee, Si Yeon ^{[1
]}

Ryu, Do Hyun ^{[1
]}

机构：

[1] Sungkyunkwan Univ, Dept Chem, Suwon 16419, South Korea

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 04期

基金：

新加坡国家研究基金会;

关键词：

D O I：

10.1021/acs.orglett.1c00314

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalytic enantioselective acyloin rearrangement of acyclic aldehydes to synthesize highly optically active acyloin derivatives is described. In the presence of a chiral oxazabor-olidinium ion catalyst, the reaction provided chiral alpha-hydroxy aryl ketones in high yield (up to 95%) and enantioselectivity (up to 98% ee). In addition, the enantioselective acyloin rearrangement of alpha,alpha-dialkyl-alpha-siloxy aldehydes produced chiral alpha-siloxy alkyl ketones in high yield (up to 92%) with good enantioselectivity (up to 89% ee).

引用

页码：1516 / 1520

页数：5

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