Enantioselective Phase-Transfer Catalysis: Synthesis of Pyrazolines

被引：74
|
作者：
Mahe, Olivier [1 ,2 ]
Dez, Isabelle [3 ]
Levacher, Vincent [1 ,2 ]
Briere, Jean-Francois [1 ,2 ]
机构：
[1] INSA, CNRS UMR COBRA, F-76131 Mont St Aignan, France
[2] Univ Rouen, FR 3038, IRCOF, F-76131 Mont St Aignan, France
[3] ENSICaen Univ Caen, CNRS, FR3038,Lab Chim Mol & Thioorgan, Caen, France
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 39期
关键词：
asymmetric synthesis; heterocycles; Michael addition; organocatalysis; phase-transfer catalysis; AZA-MICHAEL REACTIONS; ASYMMETRIC-SYNTHESIS; 1,3-DIPOLAR CYCLOADDITIONS; CONJUGATE ADDITION; NITRILE IMINES; DERIVATIVES; DIAZOACETATES; OLEFINS; KETONES; SALTS;
D O I：
10.1002/anie.201002485
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
All paired up: Under catalytic phase-transfer conditions the formation of a chiral ion pair between quininium cation 1 and hydrazine anion 2 led to an enantioselective aza-Michael cyclocondensation domino reaction to furnish pyrazolines. A convenient one-pot protocol allowed exchange of the functional group (R1) on the nitrogen atom. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：7072 / 7075
页数：4
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