REGIOSELECTIVE SYNTHESIS OF HIGHLY SUBSTITUTED NAPHTHOLS

Citation
P. Turnbull et Hw. Moore, REGIOSELECTIVE SYNTHESIS OF HIGHLY SUBSTITUTED NAPHTHOLS, Journal of organic chemistry, 60(3), 1995, pp. 644-649
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
60
Issue
3
Year of publication
1995
Pages
644 - 649
Database
ISI
SICI code
0022-3263(1995)60:3<644:RSOHSN>2.0.ZU;2-H
Abstract
2,3,4-Trisubstituted 4-hydroxy-2-cyclobutenones, prepared by regiospec ific synthesis of substituted cyclobutenediones, undergo Lewis acid fa cilitated ionization to cyclobutenyl cations, which are trapped by tri alkylsilanes in a regioselective sense. Thermolysis of the resulting c yclobutenones affords phenols in high yields.