KINETIC RESOLUTION OF CHIRAL HYDROPEROXIDES VIA SHARPLESS EPOXIDATION

Authors
HOFT E HAMANN HJ KUNATH A
Citation
E. Hoft et al., KINETIC RESOLUTION OF CHIRAL HYDROPEROXIDES VIA SHARPLESS EPOXIDATION, Journal fur praktische Chemie, Chemiker-Zeitung, 336(6), 1994, pp. 534-537
Citations number
26
Categorie Soggetti
Chemistry,"Chemistry Applied
Journal title
Journal fur praktische Chemie, Chemiker-Zeitung → ACNP
ISSN journal
09411216
Volume
336
Issue
6
Year of publication
1994
Pages
534 - 537
Database
ISI
SICI code
0941-1216(1994)336:6<534:KROCHV>2.0.ZU;2-X
Abstract
The kinetic resolution of tertiary hydroperoxides via catalytic Sharpl ess epoxidation with various allylic alcohols has been investigated. B y using 1-cyclohexyl-1-phenylethyl hydroperoxide an enantiomeric exces s (e.e.) of up to 29 % of the resolved hydroperoxide has been observed at a consumption of the racemic hydroperoxide of nearly 50 %. The e.e . can be increased, however, only by raising the hydroperoxide consump tion.