A CONVENIENT SYNTHESIS OF 3-ARYLBUTANOLIDES AND 3-ARYLBUTENOLIDES

Authors
Citation
Jx. Gu et Hl. Holland, A CONVENIENT SYNTHESIS OF 3-ARYLBUTANOLIDES AND 3-ARYLBUTENOLIDES, Synthetic communications, 28(18), 1998, pp. 3305-3315
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397911
Volume
28
Issue
18
Year of publication
1998
Pages
3305 - 3315
Database
ISI
SICI code
0039-7911(1998)28:18<3305:ACSO3A>2.0.ZU;2-#
Abstract
A series of 3-aryl-substituted butenolides and butanolides has been pr epared in a common short synthetic sequence from the corresponding ary l aldehydes. The 3-arylbutanolides are prepared by cyclisation of 3-ar yl-3-cyano-1-propanols, obtained by selective reduction of 3-aryl-3-cy anopropionate esters, and are converted to 3-arylbutenolides by a sulf oxide or selenoxide elimination reaction.