CHEMOCONTROLLED REDUCTION OF AROMATIC ALPHA-KETOESTERS BY NABH4 - SELECTIVE SYNTHESIS OF ALPHA-HYDROXY ESTERS OR 1,2-DIOLS

Authors
DALLA V COTELLE P CATTEAU JP
Citation
V. Dalla et al., CHEMOCONTROLLED REDUCTION OF AROMATIC ALPHA-KETOESTERS BY NABH4 - SELECTIVE SYNTHESIS OF ALPHA-HYDROXY ESTERS OR 1,2-DIOLS, Tetrahedron letters, 38(9), 1997, pp. 1577-1580
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
9
Year of publication
1997
Pages
1577 - 1580
Database
ISI
SICI code
0040-4039(1997)38:9<1577:CROAAB>2.0.ZU;2-O
Abstract
alpha-hydroxyesters 5a-g or diols 6a-g have been obtained in high yiel ds by reduction of aromatic alpha-ketoesters 4 once or twice respectiv ely by using NaBH4 as the reducer under suitable conditions. The use o f a solvent that does not interact with the reagent allowed the double reduction to occur with only a slight excess of borohydride in very m ild conditions. (C) 1997 Elsevier Science Ltd.