Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three‐Component 1,3‐Dipolar Cycloaddition Reaction

ChemistryOpen

Dr. Qin Xu¹  De Wang¹  Dr. Yin Wei² 

[1] Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai 200237 (P. R. China);State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P. R. China)

关键词: azomethine ylides;    bispirooxindoles;    cycloaddition;    stereochemistry;    substituted olefins;   

DOI  :  10.1002/open.201402003

来源: Wiley

【 摘 要 】

Abstract

A highly regio- and stereoselective synthesis of bispirooxindoles by 1,3-dipolar cycloaddition of in situ generated azomethine ylides from isatin and proline to different electron-deficient alkenes has been developed. The synthesis affords the desired bispiro scaffold compounds in excellent yields with high regioselectivity under mild conditions. The stereochemistry was determined by single-crystal X-ray analysis.

【 授权许可】

CC BY-NC-ND   
© 2014 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

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