EFFECT OF SOLVENT, PRESSURE AND CATALYST ON THE E Z-SELECTIVITY IN THE BAYLIS-HILLMAN REACTION BETWEEN CROTONONITRILE AND BENZALDEHYDE/

Authors
VANROZENDAAL ELM VOSS BMW SCHEEREN HW
Citation
Elm. Vanrozendaal et al., EFFECT OF SOLVENT, PRESSURE AND CATALYST ON THE E Z-SELECTIVITY IN THE BAYLIS-HILLMAN REACTION BETWEEN CROTONONITRILE AND BENZALDEHYDE/, Tetrahedron, 49(31), 1993, pp. 6931-6936
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
31
Year of publication
1993
Pages
6931 - 6936
Database
ISI
SICI code
0040-4020(1993)49:31<6931:EOSPAC>2.0.ZU;2-T
Abstract
The Baylis-Hillman reaction between crotononitrile and benzaldehyde yi elds 2-(hydroxy-phenyl-methyl)-but-2-enenitrile 5 as a mixture of E- a nd Z-isomers. The ratio between these isomers is dependent on the solv ent, the pressure and the catalyst used in the reaction. The study of these effects revealed some new aspects about the mechanism of the Bay lis-Hillman reaction.