Nickel-catalyzed asymmetric reductive cross-coupling of α-chloroesters with (hetero)aryl iodides

被引：54

作者：

DeLano, Travis J. ^{[1
]}

Dibrell, Sara E. ^{[1
]}

Lacker, Caitlin R. ^{[1
]}

Pancoast, Adam R. ^{[2
]}

Poremba, Kelsey E. ^{[1
]}

Cleary, Leah ^{[1
]}

Sigman, Matthew S. ^{[2
]}

Reisman, Sarah E. ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Warren & Katharine Schlinger Lab Chem & Chem Engn, Pasadena, CA 91125 USA

[2] Univ Utah, Dept Chem, 315 South 1400 East, Salt Lake City, UT 84112 USA

来源：

CHEMICAL SCIENCE | 2021年 / 12卷 / 22期

关键词：

ARYL; HALIDES; SETS;

D O I：

10.1039/d1sc00822f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An asymmetric reductive cross-coupling of alpha-chloroesters and (hetero)aryl iodides is reported. This nickel-catalyzed reaction proceeds with a chiral BiOX ligand under mild conditions, affording alpha-arylesters in good yields and enantioselectivities. The reaction is tolerant of a variety of functional groups, and the resulting products can be converted to pharmaceutically-relevant chiral building blocks. A multivariate linear regression model was developed to quantitatively relate the influence of the alpha-chloroester substrate and ligand on enantioselectivity.

引用

页码：7758 / 7762

页数：5

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