Chiral Bronsted Acid Catalyzed Pinacol Rearrangement

被引：103

作者：

Liang, Tao ^{[1
]}

Zhang, Zhenjie ^{[2
]}

Antilla, Jon C. ^{[1
]}

机构：

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

[2] Univ S Florida, Dept Chem Xray Facil, Tampa, FL 33620 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 50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; indolyl diols; organocatalysis; phosphoric acids; pinacol rearrangement; FRIEDEL-CRAFTS ALKYLATION; PHOSPHORIC-ACID; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE CONSTRUCTION; RELAY CATALYSIS; BINARY-SYSTEM; IMINES; ALCOHOLS; ALDEHYDES; INDOLES;

D O I：

10.1002/anie.201004778

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Asymmetric pinacol rearrangement: The pinacol rearrangement has long been known to be difficult to control in terms of regioselectivity and stereoselectivity. It has been found that indolyl diols can be treated with chiral phosphoric acids to effect a regio- and enantioselective pinacol rearrangement with high efficiency (see scheme; Ar=1-naphthyl). Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9734 / 9736

页数：3

共 65 条

[1] Stronger bronsted acids [J].