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A stereospecific synthesis of conjugated (E, Z)- and (Z, Z)-alikadienes by a palladium-catalyzed cross-coupling reaction of 1-alkenylboranes with 1-alkenyl bromides

โœ Scribed by Norio Miyaura; Hiroshi Suginome; Akira Suzuki


Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
234 KB
Volume
22
Category
Article
ISSN
0040-4039

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๐Ÿ“œ SIMILAR VOLUMES


A stereospecific synthesis of conjugated
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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

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## Sumnary: The representative (E)-1-alkenyldisiamylboranes and (E)-1-alkenyl-1,3,2-benzodioxaboroles readily obtainable via hydroboration of 1-alkynes react with 1-alkenyl halides or l-alkynyl halides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and base to give

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## STEREO-AND REGIOSPECIFIC SYNTHESES TO PROVIDE CONJUGATED (E,Zl -AND (Z,ZJ-ALKADIENES, AND ARYLATED (Z)-ALKENES IN EXCELLENT YIELDS VIA THE PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF (Z)-l-ALKENYLBORONATES WITH l-BROMOALKENES AND ARYL IODIDES