EFFICIENT ROUTES TO CYCLIC 2,3-EPOXYALCOHOLS FROM CYCLOALKENYL KETONES, VIA CYCLOALKENYL ALCOHOLS

Authors
MARSON CM WALKER AJ PICKERING J HARPER S WRIGGLESWORTH R EDGE SJ
Citation
Cm. Marson et al., EFFICIENT ROUTES TO CYCLIC 2,3-EPOXYALCOHOLS FROM CYCLOALKENYL KETONES, VIA CYCLOALKENYL ALCOHOLS, Tetrahedron, 49(45), 1993, pp. 10317-10338
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
45
Year of publication
1993
Pages
10317 - 10338
Database
ISI
SICI code
0040-4020(1993)49:45<10317:ERTC2F>2.0.ZU;2-W
Abstract
The minimising of torsional strain and non-bonding interactions is pro posed as the explanation of high diastereoselectivity observed in the epoxidation of cycloalkenyl alcohols. reported for twenty three exampl es. The resulting 2,3-epoxyalcohols are key intermediates in the synth esis of tricyclic 1, 2-diols and beta-hydroxy ketones