REACTION OF A MODERATELY STABILIZED BISMUTHONIUM YLIDE WITH 1,2-DICARBONYL COMPOUNDS - A NOVEL RING ENLARGEMENT OF ORTHO-QUINONES TO 3-HYDROXYTROPONES

Authors
MATANO Y SUZUKI H
Citation
Y. Matano et H. Suzuki, REACTION OF A MODERATELY STABILIZED BISMUTHONIUM YLIDE WITH 1,2-DICARBONYL COMPOUNDS - A NOVEL RING ENLARGEMENT OF ORTHO-QUINONES TO 3-HYDROXYTROPONES, Chemical communications, (24), 1996, pp. 2697-2698
Citations number
25
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
24
Year of publication
1996
Pages
2697 - 2698
Database
ISI
SICI code
1359-7345(1996):24<2697:ROAMSB>2.0.ZU;2-#
Abstract
Triphenylbismuthonium 2-oxoalkylide 2, generated in situ from salt 1 i n THF at low temperature, readily reacts with 1,2-dicarbonyl compounds 3 to give 2,3-diacyloxiranes 4 or 2-acyl-3-hydroxytropones 5 dependin g on the structure of the electrophiles involved.