Asymmetric copper-catalyzed C-N cross-couplings induced by visible light

被引：584

作者：

Kainz, Quirin M. ^{[1
]}

Matier, Carson D. ^{[1
]}

Bartoszewicz, Agnieszka ^{[1
]}

Zultanski, Susan L. ^{[1
]}

Peters, Jonas C. ^{[1
]}

Fu, Gregory C. ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

SCIENCE | 2016年 / 351卷 / 6274期

关键词：

PHOTOREDOX CATALYSIS; ALKYL-HALIDES; ARYLATIONS; AMIDES;

D O I：

10.1126/science.aad8313

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Despite a well-developed and growing body of work in copper catalysis, the potential of copper to serve as a photocatalyst remains underexplored. Here we describe a photoinduced copper-catalyzed method for coupling readily available racemic tertiary alkyl chloride electrophiles with amines to generate fully substituted stereocenters with high enantioselectivity. The reaction proceeds at -40 degrees C under excitation by a blue light-emitting diode and benefits from the use of a single, Earth-abundant transition metal acting as both the photocatalyst and the source of asymmetric induction. An enantioconvergent mechanism transforms the racemic starting material into a single product enantiomer.

引用

页码：681 / 684

页数：4

共 29 条

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