Tetrahedron letters

An expedient stereoselective access to (Z)-2-fluoroalkenoates

D Clemenceau, J Cousseau

Index: Clemenceau, Denis; Cousseau, Jack Tetrahedron Letters, 1993 , vol. 34, # 43 p. 6903 - 6906

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Citation Number: 19

Abstract

Abstract The reaction between an aldehyde R-CHO and diethyl 2-oxo-3-fluorobutan-1, 4- dioate as its sodium salt EtO 2 C-CO-CF-CO 2 Et−, Na+ mainly leads in THF to (Z)-2- fluoroalkenoates R-CH CF-CO 2 Et (Z/E&>-80/20), the Z-stereoselectivity depending on the bulk of the R group.