A Triple-Aldol Cascade Reaction for the Rapid Assembly of Polyketides

被引：67

作者：

Albert, Brian J. ^{[1
]}

Yamamoto, Hisashi ^{[1
]}

机构：

[1] Univ Chicago, Dept Chem, Chicago, IL 60635 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 15期

关键词：

aldol reaction; diastereoselectivity; Lewis acids; organocatalysis; polyketides; ALCOHOL PROTECTING GROUP; SUPER SILYL GROUP; ALDEHYDES; ADDITIONS; ENOLATE; METALS; ETHERS;

D O I：

10.1002/anie.200907076

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Triple play: The title reaction of 1 with simple aldehydes gives 3,5,7-trisilyloxy aldehydes in high yields and diastereoselectivities with extremely low catalyst loading (see scheme). lodobenzene facil-itates the third aldol reaction by apparently acting as a Lewis base towards the silyl catalyst. Tf=trifluoromethanesulfonyl. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2747 / 2749

页数：3

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