Temperature-dependent isomerisation versus net fragmentation of secondary allylic alcohols with Grubbs' catalyst

Authors
Gurjar, MK Yakambram, P
Citation
Mk. Gurjar et P. Yakambram, Temperature-dependent isomerisation versus net fragmentation of secondary allylic alcohols with Grubbs' catalyst, TETRAHEDR L, 42(21), 2001, pp. 3633-3636
Citations number
35
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
21
Year of publication
2001
Pages
3633 - 3636
Database
ISI
SICI code
0040-4039(20010521)42:21<3633:TIVNFO>2.0.ZU;2-L
Abstract
Secondary allylic alcohols with 10 mol% of Grubbs catalyst in refluxing tol uene/1,2-dichloroethane undergo isomerisation to ethyl ketones whereas with 100 mol% of Grubbs catalyst at room temperature, a net fragmentation react ion with the loss of a carbon atom occurs, to provide a methyl ketone. Prob able mechanisms are described. (C) 2001 Elsevier Science Ltd. All rights re served.