THE SYNTHESIS OF OPTICALLY-ACTIVE 2-PHENYLTHIO ALDEHYDES

Citation
K. Chibale et S. Warren, THE SYNTHESIS OF OPTICALLY-ACTIVE 2-PHENYLTHIO ALDEHYDES, Tetrahedron letters, 35(23), 1994, pp. 3991-3994
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
23
Year of publication
1994
Pages
3991 - 3994
Database
ISI
SICI code
0040-4039(1994)35:23<3991:TSOO2A>2.0.ZU;2-1
Abstract
Optically active linear and branched chain 2-phenylthio aldehydes can be made in high optical purity (up to >98% e.e.) by sulfenylation of a phenylalanine-derived oxazolidinone imide, reduction and re-oxidation with the Dess-Martin reagent even though the products enolise easily.