Treat the acid chloride with a phosphonium ylide reagent, such as a Wittig reagent (e.g., triphenylphosphine and an alkyl halide), to form the γ,δ-unsaturated aldehyde. The Wittig reaction involves the formation of a phosphorane, which eliminates the leaving group to generate the double bond.
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4-Undecenal
2,4-Octadienal, (E,Z)-
(Z)-8-azido-3-(phenylthio)-1,3-octadiene
2-Heptenoic acid ethyl ester
Manganese dioxide
(S)-ethyl 2-methylene-5-oxo-3-phenylhexanoate
Propionic acid (E)-(R)-1-((2S,3R)-3-hexyl-2-methyl-oxiranyl)-3-trimethylsilanyl-allyl ester
(5S,6S,9S,10R,15S)-19,20-dioxo-5,6,7,8,9,10,11,14-octahydro-5,10:9,15-dicycloretinol
2-Cyclohexene-1-acetic acid, 1-(ethoxycarbonyl)-5-formyl-4-oxo-, ethyl ester
(Z)-2-methyl-4'-styrylbiphenyl
C37H50O2
(Z)-2-methyl-3-phenyl-4-(1-phenylpropylidene)cyclopent-2-enone
4,4-Dimethyl-5-oxo-2-phenethyl-tetrahydro-furan-3-carboxylic acid ethyl ester
2-[4-(3,4,5-trimethoxystyryl)-2-methoxyphenoxy]tetrahydro-2H-pyran
(4R*,6S*,7S*)-7-acetyloxy-4,6-dimethyl-3-nonanone
2-Propenoic acid, 3-(4-pyridinyl)-, ethyl ester, (2E)-
