SYNTHESIS OF MONOPROTECTED 2-ALKYLIDENE-1,3-PROPANEDIOLS BY AN UNUSUAL SN2' MITSUNOBU REACTION

Authors
CHARETTE AB COTE B
Citation
Ab. Charette et B. Cote, SYNTHESIS OF MONOPROTECTED 2-ALKYLIDENE-1,3-PROPANEDIOLS BY AN UNUSUAL SN2' MITSUNOBU REACTION, Tetrahedron letters, 34(43), 1993, pp. 6833-6836
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
43
Year of publication
1993
Pages
6833 - 6836
Database
ISI
SICI code
0040-4039(1993)34:43<6833:SOM2BA>2.0.ZU;2-9
Abstract
A simple and efficient route to monoprotected E- and Z-2-alkylidene-1, 3-propanediols was developed. The key step involves an unusual regio- and stereoselective SN2' Mitsunobu reaction of substituted 3-hydroxy-2 -methylenealkenoate.