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ω-BROMOALKAPOLYENYLMETHYL KETONES-I. REACTION OF 5-BROMO-3-PENTEN-2-ONE WITH TRIPHENYLPHOSPHINE
Font, J.,March, P. de
, p. 2391 - 2396 (2007/10/02)
The reaction of (E)-5-bromo-3-penten-2-one with triphenylphosphine affords a 3:1 mixture of two protomeric phosphonium salts: 4-oxo-2-pentenyltriphenylphosphonium bromide and 4-oxo-1-pentenyltriphenylphosphonium bromide, characterized by the 13C NMR spectrum of the mixture.However, the common phosphorane of these salts gives two condensation products with benzaldehyde, corresponding to α- and γ-condensation respectively.
