HIGHLY REGIOSELECTIVE INTRAMOLECULAR HYDROXYMETHYLATION OF ALPHA,BETA-UNSATURATED CARBOXYLIC-ACIDS

Authors
LINKER T MAURER M REBIEN F
Citation
T. Linker et al., HIGHLY REGIOSELECTIVE INTRAMOLECULAR HYDROXYMETHYLATION OF ALPHA,BETA-UNSATURATED CARBOXYLIC-ACIDS, Tetrahedron letters, 37(46), 1996, pp. 8363-8366
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
46
Year of publication
1996
Pages
8363 - 8366
Database
ISI
SICI code
0040-4039(1996)37:46<8363:HRIHOA>2.0.ZU;2-0
Abstract
A convenient synthesis of hydroxy esters 7 and lactones 8 by starting from easily available alpha,beta-unsaturated carbocylic acids 4 is des cribed. The key step of this transformation is a hitherto unknown radi cal cyclization of silyl esters, which exhibits a high degree of regio selectivity through steric and orbital control. Copyright (C) 1996 Els evier Science Ltd