STEREOSELECTIVE SYNTHESIS OF HYDROXY-KETENEDITHIOACETALS FROM ALDEHYDES

Authors
TCHERTCHIAN S VALLEE Y
Citation
S. Tchertchian et Y. Vallee, STEREOSELECTIVE SYNTHESIS OF HYDROXY-KETENEDITHIOACETALS FROM ALDEHYDES, Tetrahedron, 54(27), 1998, pp. 7777-7786
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
27
Year of publication
1998
Pages
7777 - 7786
Database
ISI
SICI code
0040-4020(1998)54:27<7777:SSOHFA>2.0.ZU;2-K
Abstract
The reaction of Garner's aldehyde with dithioacetate enethiolates foll owed by alkylation of the intermediate aldolate gives hydroxy-ketenedi thioacetals with a moderate anti selectivity. This methodology was app lied to the synthesis of various other ketene dithioacetals with high E or Z stereoselectivity. (C) 1998 Elsevier Science Ltd. All rights re served.