Organocatalytic Enantioselective Aminosulfenylation of α,β-Unsaturated Aldehydes

被引：114

作者：

Zhao, Gui-Ling ^{[1
]}

Rios, Ramon ^{[1
]}

Vesely, Jan ^{[1
]}

Eriksson, Lars ^{[2
]}

Cordova, Armando ^{[1
]}

机构：

[1] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, S-10691 Stockholm, Sweden

[2] Stockholm Univ, Dept Struct Chem, S-10691 Stockholm, Sweden

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 44期

关键词：

aldehydes; asymmetric catalysis; domino reactions; nucleophilic substitution; organocatalysis;

D O I：

10.1002/anie.200802335

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Domino theory: A simple, highly enantioselective organocatalytic aminosulfenylation of α,β- unsaturated aldehydes affords orthogonally protected β-amino-α- mercaptoaldehydes in high yields and 93 to >99% ee (see scheme, Bn=benzyl). Notably, the catalytic transformation shows that it is possible to efficiently employ all components of an electrophile, which includes a nucleofuge, in organocatalytic domino reactions of enals. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：8468 / 8472

页数：5

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