Visible Light-Mediated Enantioselective Addition of α-Aminoalkyl Radicals to Ketones Catalyzed by Chiral Oxazaborolidinium Ion

被引：13

作者：

Cho, Soo Min ^{[1
]}

Kim, Jae Yeon ^{[1
]}

Han, Shinyeong ^{[1
]}

Ryu, Do Hyun ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 16期

基金：

新加坡国家研究基金会;

关键词：

1,2-AMINO ALCOHOLS; ROUTE;

D O I：

10.1021/acs.joc.2c01527

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of a visible light-mediated synthetic method for chiral 1,2-amino tertiary alcohols is described. In the presence of a chiral oxazaborolidinium ion catalyst and photosensitizer, the enantioselective addition of an alpha-aminoalkyl radical to aryl methyl ketones under visible light provides chiral 1,2-amino tertiary alcohol derivatives in high yields (up to 88%) with excellent enantioselectivities (up to 98% ee). With mechanistic studies such and the measurement of quantum yield, a plausible catalytic cycle is proposed.

引用

页码：11196 / 11203

页数：8

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