MONO-OXIDATION OF ALPHA-AROYL KETENE DITHIOACETALS WITH HYDROGEN-PEROXIDE - AN UNEXPECTED STEREOSELECTIVITY

Citation
Cy. Yu et al., MONO-OXIDATION OF ALPHA-AROYL KETENE DITHIOACETALS WITH HYDROGEN-PEROXIDE - AN UNEXPECTED STEREOSELECTIVITY, Anales de quimica, 93(3), 1997, pp. 161-164
Citations number
20
Categorie Soggetti
Chemistry
Journal title
ISSN journal
11302283
Volume
93
Issue
3
Year of publication
1997
Pages
161 - 164
Database
ISI
SICI code
1130-2283(1997)93:3<161:MOAKDW>2.0.ZU;2-9
Abstract
Mono-Oxidation of alpha-aroyl ketene dithioacetals 1 by equimolar hydr ogen peroxide in acetic acid at room temperature afforded both Z- and E-configurated mono-sulfoxide derivatives 2 and 3 with Z-isomers 2 as the predominant products. Acid catalysed isomeric equilibration of 2 o r 3 leads to a mixture in which the Z-isomer predominates.