Organoboron compounds in new synthetic reactions
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摘要：
A general and convenient method for the stereo- and regiospecific synthesis of conjugated alkadienes, alkenynes, arylated alkenes, and other olefinic compounds is described. The reaction of (E)- or (Z)-1-alkenyldisiamylboranes, or 2-(E)-1-alkenyl-1,3,2-benzodioxaboroles easily obtainable by hydroboration, with either (E)- or (Z)-1-alkenyl halides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and bases such as sodium alkoxides gives the corresponding (E,E)-, (E,Z)-, (Z,E)-, or (Z,Z)-conjugated alkadienes stereo- and regiospecifically, while retaining the configurations of both the starting alkenylboranes and haloalkenes. The reaction of (E)- and (Z)-1-alkenyldisiamylboranes with 1-haloalkynes similarly provides a stereo- and regiospecific synthesis of conjugated (E)- and (Z)-alkenynes. A mechanism of this cross-coupling reaction is proposed.
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DOI：
10.1351/pac198557121749
被引量：
年份：
1985
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