A NONENZYMATIC, ASYMMETRIC-SYNTHESIS OF DICYCLOPENTADIENONE

Authors
CHILDS BJ EDWARDS GL
Citation
Bj. Childs et Gl. Edwards, A NONENZYMATIC, ASYMMETRIC-SYNTHESIS OF DICYCLOPENTADIENONE, Tetrahedron letters, 34(33), 1993, pp. 5341-5342
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
33
Year of publication
1993
Pages
5341 - 5342
Database
ISI
SICI code
0040-4039(1993)34:33<5341:ANAOD>2.0.ZU;2-3
Abstract
A simple synthetic method for the preparation of optically active ''di cyclopentadienone'' is presented. The procedure involves the reaction of the magnesium enolate of the racemic ketone (2) with S(S)-menthyl-p -toluenesulfinate, giving a beta-ketosulfoxide as a single diastereois omer. Conversions to enone (1) or saturated ketone (2) proceed with go od optical and chemical yields.