HYDROXYSELENATION OF ALLYLIC ALCOHOLS

Authors
COOPER MA WARD AI
Citation
Ma. Cooper et Ai. Ward, HYDROXYSELENATION OF ALLYLIC ALCOHOLS, Tetrahedron letters, 36(13), 1995, pp. 2327-2330
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
13
Year of publication
1995
Pages
2327 - 2330
Database
ISI
SICI code
0040-4039(1995)36:13<2327:HOAA>2.0.ZU;2-N
Abstract
Hydroxyselenation of terminal or cyclic allylic alcohols occurs with h igh regio- and stereoselectivity to give beta,beta'-dihydroxyphenylsel enated adducts in high yields. A mechanism for this selectivity is pro posed. The utility of these adducts is illustrated by the conversion o f the hydroxyselenide (9a) to the epoxide (11) via the intermediacy of a selenone.