Description
Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate is a Wittig reagent for the stereoselective synthesis of (Z)-enones; annulation reagent for the synthesis of
cyclohexenones.
Chemical Properties
Off-White Powder
Uses
Can be coupled with glyoxals in a one-step route to 4-hydroxycyclopentanones. Also used to prepare 2
H-pyran-2-ones from oxazolones.
Uses
Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate can be a useful synthetic intermediate in the production of antibiotics.
reaction suitability
reaction type: C-C Bond Formation
Synthesis
Ethyl 4- (Triphenylphosphoranylidene)acetoacetate is prepared in two steps from ethyl or
methyl 4-chloroacetoacetates (see Ethyl 4-Chloroacetoacetate), respectively, in 58-68% overall yield (eq 1).
