Asymmetric epoxidation of olefins by chiral dioxiranes generated in situ from ketones of D-(-)-quinic acid

Authors
Adam, W Saha-Moller, CR Zhao, CG
Citation
W. Adam et al., Asymmetric epoxidation of olefins by chiral dioxiranes generated in situ from ketones of D-(-)-quinic acid, TETRAHEDR-A, 10(14), 1999, pp. 2749-2755
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
14
Year of publication
1999
Pages
2749 - 2755
Database
ISI
SICI code
0957-4166(19990716)10:14<2749:AEOOBC>2.0.ZU;2-V
Abstract
The in situ generated dioxiranes (Caroate as peroxide source) of the optica lly active ketones 4a and 4b, which may be conveniently prepared from D-(-) -quinic acid, serve as effective oxidants for the asymmetric epoxidation (e e values up to ca. 90% with 4a) of prochiral olefins. (C) 1999 Elsevier Sci ence Ltd. All rights reserved.