BIFUNCTIONAL COPPER-CATALYSTS - A ONE-STEP SYNTHESIS OF BICYCLIC ETHERS STARTING FROM ALPHA,BETA-UNSATURATED KETONES

Authors
RAVASIO N LEO V BABUDRI F GARGANO M
Citation
N. Ravasio et al., BIFUNCTIONAL COPPER-CATALYSTS - A ONE-STEP SYNTHESIS OF BICYCLIC ETHERS STARTING FROM ALPHA,BETA-UNSATURATED KETONES, Tetrahedron letters, 38(40), 1997, pp. 7103-7106
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
40
Year of publication
1997
Pages
7103 - 7106
Database
ISI
SICI code
0040-4039(1997)38:40<7103:BC-AOS>2.0.ZU;2-0
Abstract
A new, one pot synthesis of bicyclic ethers starting from alpha,beta-u nsaturated ketones containing an additional isolated olefinic bond is proposed. It relies on highly chemoselective hydrogenation of the enon e group to the corresponding alcohol in the presence of supported copp er catalysts, and on the presence of acidic sites on the catalyst supp ort activating the double bond as a carbocation. (C) 1997 Elsevier Sci ence Ltd.