科研之友
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摘要
Using palladium-catalyzed addition reactions, a terminal alkyne, an acetylenic sulfone, and a tin hydride comprise the building blocks for the construction of difunctionalized 1,3-dienes containing tin and sulfonyl groups in an atom-economical fashion. Terminal alkynes 1 undergo clean cis addition to acetylenic sulfones 2 in the presence of catalytic amounts of palladium acetate and tri(2,6-dimethoxyphenyl)phosphane to give (E)-1-sulfonyl-substituted 1,3-enynes 3 in excellent yields. Hydrostannylation of 1,3-enynes 3 with tributyltin hydride in the presence of Pd(PPh3)4 affords regio- and stereoselectively (1E,3E)-1-sulfonyl-3-tributylstannyl-substituted 1,3-dienes 4 in excellent yields.
