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.
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收藏
页码：340 / 343
页数：4
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