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Asymmetric Intramolecular Michael Reaction Catalyzed by Proline-Derived Small Anilides.

Authors :
Kikuchi, Makoto
Inagaki, Tomohiko
Nishiyama, Hisao
Source :
Synlett. 2007, Issue 7, p1075-1078. 4p.
Publication Year :
2007

Abstract

Simple proline-derived anilide-catalyzed asymmetric �intramolecular Michael reaction was described. Chiral cyclic keto-aldehydes were obtained from acyclic formyl enones in excellent yields with good stereoselectivity. The reaction proceeded in exceptionally fast with a commercially available proline anilide. On the other hand, the longer reaction time conduced toward the higher �diastereoselectivity through the favorable isomerization of the cyclic keto-aldehydes. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09365214
Issue :
7
Database :
Academic Search Index
Journal :
Synlett
Publication Type :
Academic Journal
Accession number :
95283205
Full Text :
https://doi.org/10.1055/s-2007-977421