1,3-BUTADIENYLTRIBUTYLPHOSPHONIUM BROMIDE AS A CONJUNCTIVE REAGENT FOR THE SYNTHESIS OF 1,3-DIENES FROM CARBONYL-COMPOUNDS AND GILMAN CUPRATES

A one-pot non-stereoselective synthesis of 1,3-dienes from (4-bromo-2-butenyl)tributylphosphonium bromide (9), Gilman cuprates, and aldehydes or ketones is described. The yields of the dienes reach 79% or 63% when aldehydes and ketones are used, respectively. The pentadienylsilane 10k is accessible similarly in 56% yield.