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Construction of Dispirocyclopentanebisoxindoles via Self-Domino Michael-Aldol Reactions of 3-Phenacylideneoxindoles

Authors :
Jing Sun
Chao-Guo Yan
Ya-Jing Xie
Source :
The Journal of Organic Chemistry. 78:8354-8365
Publication Year :
2013
Publisher :
American Chemical Society (ACS), 2013.

Abstract

A simple protocol for the construction of novel dispirocyclopentanebisoxindoles is accomplished by the base promoted domino reactions between two molecules of 3-phenacylideneoxindoles with the participation of solvents, alcohol, or other added nucleophiles such as amines or thiophenols. Significantly, this domino reaction results in the complex dispiro compounds with high yields and diastereoselectivity, which would allow construction of dispirocyclopentanebisoxindole with four and five diastereoisomeric centers using simple materials.

Details

ISSN :
15206904 and 00223263
Volume :
78
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....1ce29d312fe7ad1470efd3c1ab9da868