Synthesis

Construction of terminal conjugated enynes: Cu-mediated cross-coupling reaction of alkenyldialkylborane with (trimethylsilyl) ethynyl bromide

M Hoshi, N Kawamura, K Shirakawa

文献索引：Hoshi, Masayuki; Kawamura, Noritsugu; Shirakawa, Kazuya Synthesis, 2006 , # 12 p. 1961 - 1970

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被引用次数: 8

摘要

Abstract The cross-coupling reaction of (E)-and (Z)-alk-1-enyldialkylborane with (trimethylsilyl) ethynyl bromide proceeds in the presence of a catalytic amount of copper (II) acetylacetonate and a base under extremely mild conditions to provide conjugated enynes with a distal carbon-carbon triple bond. Employing sodium methoxide (1 M) as the base results in not only cross-coupling but also desilylation affording both (E)-and (Z)-alk-3-en- ...