DIENES AS CHIRAL TEMPLATES - EASY ACCESS TO PURE (2S,3S,4R)-4-HYDROXY-2,3-EPOXYCYCLOHEX-5-EN-1-ONE

Authors
MAUVAIS A WINTERFELDT E
Citation
A. Mauvais et E. Winterfeldt, DIENES AS CHIRAL TEMPLATES - EASY ACCESS TO PURE (2S,3S,4R)-4-HYDROXY-2,3-EPOXYCYCLOHEX-5-EN-1-ONE, Tetrahedron, 49(26), 1993, pp. 5817-5822
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
26
Year of publication
1993
Pages
5817 - 5822
Database
ISI
SICI code
0040-4020(1993)49:26<5817:DACT-E>2.0.ZU;2-Y
Abstract
The title compound 6 was obtained stereospecifically through a concise sequence including a Diels-Alder reaction with the chiral diene 2 and the retro reaction. The Favorskii rearrangement starting from the int ermediate epoxide 4 was found to be regioselective.