ASYMMETRIC BASE-CATALYZED DIELS-ALDER REACTION OF 3-HYDROXY-2-PYRONE WITH CHIRAL ACRYLATE DERIVATIVES

Authors
OKAMURA H MORISHIGE K IWAGAWA T NAKATANI M
Citation
H. Okamura et al., ASYMMETRIC BASE-CATALYZED DIELS-ALDER REACTION OF 3-HYDROXY-2-PYRONE WITH CHIRAL ACRYLATE DERIVATIVES, Tetrahedron letters, 39(10), 1998, pp. 1211-1214
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
10
Year of publication
1998
Pages
1211 - 1214
Database
ISI
SICI code
0040-4039(1998)39:10<1211:ABDRO3>2.0.ZU;2-T
Abstract
In the presence of a cinchona alkaloid as a catalyst, the Diels-Alder reaction of 3-hydroxy-2-pyrone with chiral N-acryloyl oxazolidinone af forded a bicyclolactone adduct with high diastereoselectivities (up to 95%de) in almost quantitative yield. (C) 1998 Elsevier Science Ltd. A ll rights reserved.