Enantioselective Phase-Transfer Catalysis: Synthesis of Pyrazolines

被引：75

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

页码：7072 / 7075

页数：4

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