84253-66-7Relevant academic research and scientific papers
Reactions of Allylidenephosphoranes with Heterocumulenes, II. New Syntheses of 1,2,4-Pentatrienes and 2-Pentene-1,5-diones
Capuano, Lilly,Wamprecht, Christian,Willmes, Arnold
, p. 3904 - 3907 (2007/10/02)
Cinnamylidenetriphenylphosphorane (2a) undergoes Wittig reaction with ketenes to afford monomeric and dimeric 1,2,4-pentatrienes 4 and 5, resp. 4b reacts further with an excess of ketene via a -cycloaddition, whereby the 3-styryl-1-naphthyl diphenylacetate 12 is formed.In contrast, with the α-phenylsubstituted phosphorane 2b, instead of the Wittig reaction addition of ketene takes place at both the α- and the γ-positions.The 1,3-diacyl-3-triphenylphosphonio-1-propen-3-enolate 6 readily hydrolyzes to the 2-pentene-1,5-dione 9.
