
Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three‐Component 1,3‐Dipolar Cycloaddition Reaction
Author(s) -
Xu Qin,
Wang De,
Wei Yin,
Shi Min
Publication year - 2014
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201402003
Subject(s) - regioselectivity , stereoselectivity , cycloaddition , isatin , 1,3 dipolar cycloaddition , chemistry , combinatorial chemistry , proline , stereochemistry , organic chemistry , amino acid , catalysis , biochemistry
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.