NEW PRACTICAL SYNTHESIS OF PANOMIFENE - THE EFFECT OF 2-TRIFLUOROMETHYL SUBSTITUENT ON THE STEREOSELECTIVITY OF DEHYDRATION OF 1,1,2-TRIARYLETHANOLS

Authors
NEMETH G KAPILLERDEZSOFI R LAX G SIMIG G
Citation
G. Nemeth et al., NEW PRACTICAL SYNTHESIS OF PANOMIFENE - THE EFFECT OF 2-TRIFLUOROMETHYL SUBSTITUENT ON THE STEREOSELECTIVITY OF DEHYDRATION OF 1,1,2-TRIARYLETHANOLS, Tetrahedron, 52(39), 1996, pp. 12821-12830
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
39
Year of publication
1996
Pages
12821 - 12830
Database
ISI
SICI code
0040-4020(1996)52:39<12821:NPSOP->2.0.ZU;2-R
Abstract
Highly stereoselective eliminations were achieved by acid-catalysed de hydration of 4-alkoxy)-3,3,3-trifluoro-1,2-diphenylpropan-1-ols (10, 1 1, 15). The influence of the trifluoromethyl group on the stereochemis try of the elimination has been discussed. The observed high stereosel ectivity has been applied to give a new, practical synthesis of anties trogenic drug panomifene (1). Copyright (C) 1996 Published by Elsevier Science Ltd