Rhodium-Catalyzed Enantioselective Addition to Unsymmetrical α-Diketones: Tandem One-Pot Synthesis of Optically Active 3-Tetrasubstituted Isochroman Derivatives

被引：41
|
作者：
Zhu, Ting-Shun [1 ]
Chen, Jian-Ping [1 ]
Xu, Ming-Hua [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 03期
基金：
中国国家自然科学基金;
关键词：
AC-7954; asymmetric catalysis; domino reactions; isochromans; rhodium; ARYL BORONIC ACIDS; OLEFIN LIGANDS; STEREOSELECTIVE-SYNTHESIS; RECEPTOR ANTAGONIST; DISCOVERY; 1,2-ADDITION;
D O I：
10.1002/chem.201203701
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The domino effect: An efficient and general catalytic one-pot synthesis of quaternary-substituted isochroman derivatives has been developed (see scheme). The cascade transformation relies on rhodium-catalyzed highly regio- and enantioselective 1,2-addition of arylboronic acids to unsymmetrical α-diketones and intramolecular etherification or esterification, and provides a variety of enantioenriched isochromanones under exceptionally mild conditions. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：865 / 869
页数：5
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