Copper-Catalyzed Asymmetric Reductions of Aryl/Heteroaryl Ketones under Mild Aqueous Micellar Conditions

被引：11

作者：

Fialho, David M. ^{[1
]}

Etemadi-Davan, Elham ^{[1
]}

Langner, Olivia C. ^{[1
]}

Takale, Balaram S. ^{[1
]}

Gadakh, Amol ^{[2
]}

Sambasivam, Ganesh ^{[2
]}

Lipshutz, Bruce H. ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

[2] Anthem Biosci Private Ltd, Bangalore 560099, Karnataka, India

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 09期

关键词：

HYDROGEN-TRANSFER REDUCTION; AROMATIC KETONES; AMINO KETONES; HYDROSILYLATION; EFFICIENT; ARYL; APREPITANT; ISOMERS; LIGANDS; COMPLEX;

D O I：

10.1021/acs.orglett.1c00746

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective syntheses of nonracemic secondary alcohols have been achieved in an aqueous micellar medium via copper-catalyzed (Cu(OAc)(2)center dot H2O/(R)-3,4,5-MeO- MeO-BI-PHEP) reduction of aryl/heteroaryl ketones. This methodology serves as a green protocol to access enantio-enriched alcohols under mild conditions (0-22 degrees C) using a base metal catalyst, together with an inexpensive, innocuous, and convenient stoichiometric hydride source (PMHS). The secondary alcohol products are formed in good to excellent yields with ee values greater than 90%.

引用

页码：3282 / 3286

页数：5

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