Towards organocatalytic polyketide synthases with diverse electrophile scope: Trifluoroethyl thioesters as nucleophiles in organocatalytic Michael reactions and beyond

被引：89

作者：

Alonso, Diego A.

Kitagaki, Shinji

Utsumi, Naoto

Barbas, Carlos F., III

机构：

[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[3] Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 24期

关键词：

amination; asymmetric synthesis; Michael reaction; organocatalysis; polyketide synthases;

D O I：

10.1002/anie.200801088

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Hot ester nucleophiles! Trifluoroethyl thioesters are effective nucleophiles in direct organocatalytic asymmetric Michael reactions with α,β-unsaturated aldehydes (above). Electronic tuning of thioesters allows for the generation of enolates that also participate in aldol and amination reactions (below). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4588 / 4591

页数：4

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