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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.
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收藏
页码：4588 / 4591
页数：4
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