The Phenylsulfonyl Group as a Temporal Regiochemical Controller in the Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides

被引：97

作者：

Lopez-Perez, Ana ^{[1
]}

Adrio, Javier ^{[1
]}

Carretero, Juan C. ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Fac Ciencias, Dept Quim Organ, E-28049 Madrid, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 02期

关键词：

asymmetric catalysis; azomethine ylides; cycloaddition; enantioselectivity; heterocycles; STEREOSELECTIVE-SYNTHESIS; CHIRAL CATALYSTS; PYRROLIDINE; PROLINE; LIGANDS; INDOLIZIDINE; 3-PYRROLINES; DERIVATIVES; INHIBITORS; STRATEGY;

D O I：

10.1002/anie.200805063

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Controlling the regioselectivity: The phenylsulfonyl group controlled the regioselectivity in the title reaction to afford pyrrolidine-2,3-dicarboxylates with good regioselectivity and high exo selectivity and enantioselectivity (see scheme). The products are precursors to substituted pyrrolidines and pyrrolines that are not attainable by direct 1,3-dipolar cycloadditions with typical acrylates. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：340 / 343

页数：4

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