Chiral Bronsted acids in the catalytic asymmetric Nazarov cyclization - The first enantioselective organocatalytic electrocyclic reaction

被引：253

作者：

Rueping, Magnus ^{[1
]}

Ieawsuwan, Winai ^{[1
]}

Antonchick, Andrey P. ^{[1
]}

Nachtsheim, Boris J. ^{[1
]}

机构：

[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 12期

关键词：

binol phosphate; Bronsted acids; electrocyclization; ion-pair catalysis; Nazarov cyclization;

D O I：

10.1002/anie.200604809

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Low catalyst loadings, high enantioselectivities, mild conditions, and fast reaction times are the important features of the first enantioselective organocatalytic electrocyclic reaction: a Nazarov cyclization leading to the synthesis of substituted five-membered rings with a chiral Bransted acid as a catalyst (see scheme). A further advantage of this method is the possible entry to all four diastereomers of the product. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2097 / 2100

页数：4

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