Asymmetric Baeyer-Villiger oxidation of cyclobutanones using diethylzinc/oxygen/chiral amino alcohols

Citation
T. Shinohara et al., Asymmetric Baeyer-Villiger oxidation of cyclobutanones using diethylzinc/oxygen/chiral amino alcohols, HETEROCYCLE, 55(2), 2001, pp. 237-242
Citations number
38
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
0385-5414 → ACNP
Volume
55
Issue
2
Year of publication
2001
Pages
237 - 242
Database
ISI
SICI code
0385-5414(20010201)55:2<237:ABOOCU>2.0.ZU;2-8
Abstract
A novel method for the asymmetric Baeyer-Villiger oxidation of cyclobutanon es using diethylzinc/oxygen/chiral amino alcohols has been developed. The b est result was obtained using (1R,2S)-N, N-diethylnorephedrine as the chira l ligand: 3-phenylcyclobutanone was converted into (S)-beta -phenyl-gamma - butyrolactone with 39% ee and in 75% chemical yield.