Asymmetric Reduction of Ketones by Phosphoric Acid Derived Catalysts

被引：72

作者：

Zhang, Zuhui ^{[1
]}

Jain, Pankaj ^{[1
]}

Antilla, Jon C. ^{[1
]}

机构：

[1] Univ S Florida, Dept Chem, Tampa, FL 33620 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 46期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

asymmetric catalysis; chiral alcohol; ketone; phosphoric acids; reduction; CHIRAL BRONSTED ACID; DIELS-ALDER REACTION; TRANSFER HYDROGENATION; DESYMMETRIZATION; ALDEHYDES; ADDITIONS; LIGANDS;

D O I：

10.1002/anie.201103883

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new path to chiral alcohols: Asymmetric reduction of ketones was achieved utilizing a chiral Brønsted acid as precatalyst for the first time. Using catecholborane as the reducing agent, a highly enantioselective formation of chiral secondary alcohols was found with a broad substrate scope. Mechanistic studies indicate that phosphoryl catechol borate derived from the reaction of the Brønsted acid with catecholborane produced the active catalyst (see scheme). © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：10961 / 10964

页数：4

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