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A stereospecific synthesis of conjugated (E,Z)-and (E,E)-alkadienes by the palladium-catalyzed reaction of (E)-1-alkenylboronic acids and 1-alkenyl iodides

✍ Scribed by G. Cassani; P. Massardo; P. Piccardi

Publisher: Elsevier Science
Year: 1983
Tongue: French
Weight: 194 KB
Volume: 24
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)81969-3

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✦ Synopsis

The reaction of (E)-1-alkenylboronic acids with (Z)-or(E)-1-alkenyl iodides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and sodium hydroxide gave the corresponding conjugated (E,E)-or (E,E)--alkadienes with high stereospecificity. Cross-coupling reactions between 1-alkenylboranes and 1-alkenyl halides in the presence of palladium catalyst provide convenient syntheses of stereodefined 1,3-alkadienes.

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