Bronsted Acid Catalyzed Enantioselective Semipinacol Rearrangement for the Synthesis of Chiral Spiroethers

被引：166

作者：

Zhang, Qing-Wei ^{[1
]}

Fan, Chun-An ^{[1
]}

Zhang, Hai-Jun ^{[1
]}

Tu, Yong-Qiang ^{[1
]}

Zhao, Yu-Ming ^{[1
]}

Gu, Peiming ^{[1
]}

Chen, Zhi-Min ^{[1
]}

机构：

[1] Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 45期

关键词：

asymmetric catalysis; Bronsted acids semipinacols; rearrangements; spirocompounds; FRIEDEL-CRAFTS REACTION; ALPHA-HYDROXY EPOXIDES; ASYMMETRIC CATALYSIS; RING EXPANSION; TRANSFER HYDROGENATION; PINACOL REARRANGEMENT; EFFICIENT APPROACH; ETHERS; RESOLUTION; VERSATILE;

D O I：

10.1002/anie.200904565

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new twist: The catalytic asymmetric semipinacol rearrangement reaction of 2oxo allylic alcohols 1 in the presence of a catalytic amount of chiral phosphoric acid (R)-2a or its silver salt (R)-2b affords enantiomerically pure spiroethers 3. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：8572 / 8574

页数：3

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