Asymmetric Bronsted Acid Catalyzed CycloadditionsEfficient Enantioselective Synthesis of Pyrazolidines, Pyrazolines, and 1,3-Diamines from N-Acyl Hyrazones and Alkenes

被引：83
|
作者：
Rueping, Magnus [1 ]
Maji, Modhu Sudan [1 ]
Kuecuek, Hatice Baspinar [1 ]
Atodiresei, Iuliana [1 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 51期
关键词：
heterocycles; homogeneous catalysis; hydrazones; hydrogen bonding; ion pairs; C; N-CYCLIC AZOMETHINE IMINES; 1,3-DIPOLAR CYCLOADDITION; LEWIS-ACID; ALDEHYDES; PROTONATION; DERIVATIVES; HYDRAZONES; ANTIDEPRESSANT; HYDROGENATION; ACTIVATION;
D O I：
10.1002/anie.201205813
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A general, metal-free, highly enantioselective Bronsted acid catalyzed [3+2] cycloaddition between hydrazones and alkenes has been developed that affords pyrazolidine derivatives (see scheme). The resulting optically active pyrazolidines can undergo many chemical transformations which allow, for example, the enantioselective synthesis of valuable pyrazolines and 1,3-diamines. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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收藏
页码：12864 / 12868
页数：5
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