Zeolite (H-ZSM 5) catalysed regio and stereoselective reduction of 2,3-epoxy alcohols to 1,2-diols and vinylic epoxides to homoallylic alcohols with sodium cyanoborohydride

Authors
Gupta, A Vankar, YD
Citation
A. Gupta et Yd. Vankar, Zeolite (H-ZSM 5) catalysed regio and stereoselective reduction of 2,3-epoxy alcohols to 1,2-diols and vinylic epoxides to homoallylic alcohols with sodium cyanoborohydride, TETRAHEDR L, 40(7), 1999, pp. 1369-1372
Citations number
43
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
7
Year of publication
1999
Pages
1369 - 1372
Database
ISI
SICI code
0040-4039(19990212)40:7<1369:Z(5CRA>2.0.ZU;2-X
Abstract
A variety of 2,3-epoxy alcohols and vinylic epoxides (having the epoxide mo ieties at the terminal positions) undergo reduction with zeolite H-ZSM 5/Na CNBH3 combination of reagent system in refluxing dichloroethane to give 1,2 -diols and homoallylic alcohols in moderate to good yields. Under these con ditions acid sensitive groups such as an acetal and a THP ether are not aff ected which indicates the mildness of the reaction conditions. (C) 1999 Els evier Science Ltd. All rights reserved.