AN EXPEDIENT STEREOSELECTIVE ACCESS TO (Z)-2-FLUOROALKENOATES

Authors
CLEMENCEAU D COUSSEAU J
Citation
D. Clemenceau et J. Cousseau, AN EXPEDIENT STEREOSELECTIVE ACCESS TO (Z)-2-FLUOROALKENOATES, Tetrahedron letters, 34(43), 1993, pp. 6903-6906
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
43
Year of publication
1993
Pages
6903 - 6906
Database
ISI
SICI code
0040-4039(1993)34:43<6903:AESAT(>2.0.ZU;2-D
Abstract
The reaction between an aldehyde R-CHO and diethyl 2-oxo-3-fluorobutan -1,4-dioate as its sodium salt EtO2C-CO-CF-CO2Et-, Na+ mainly leads in THF to (Z)-2-fluoroalkenoates R-CH=CF-CO2Et (Z/E greater-than-or-equa l-to 80/20), the Z-stereoselectivity depending on the bulk of the R gr oup.