ASYMMETRIC BASE-CATALYZED DIELS-ALDER REACTION OF 3-HYDROXY-2-PYRONE WITH N-METHYLMALEIMIDE

Citation
H. Okamura et al., ASYMMETRIC BASE-CATALYZED DIELS-ALDER REACTION OF 3-HYDROXY-2-PYRONE WITH N-METHYLMALEIMIDE, Chemistry Letters, (3), 1996, pp. 193-194
Citations number
10
Categorie Soggetti
Chemistry
Journal title
ISSN journal
03667022
Issue
3
Year of publication
1996
Pages
193 - 194
Database
ISI
SICI code
0366-7022(1996):3<193:ABDRO3>2.0.ZU;2-3
Abstract
An asymmetric base-catalyzed Diels-Alder reaction of 3-hydroxy-2-pyron e with N-methylmaleimide was achieved by using cinchona alkaloids as a symmetric catalysts. The reaction catalyzed by cinchonidine afforded e ndo-adduct in 77% ee, and opposite enantiomer of 71% ee was obtained w ith cinchonine.