有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
総説および総合論文
遷移金属存在下におけるプロパルギルアミンの反応性
杉石 露佳中村 浩之
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ジャーナル 認証あり

2014 年 72 巻 6 号 p. 654-665

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抄録
N,N-Dialkyl-substituted propargylic amines undergo various transformations in the presence of transition-metal catalysts: The hydride-transfer reaction in the presence of palladium catalysts to afford the corresponding allenes, the fragment-exchange reaction with amines or acetylenes in the presence of copper(I) catalysts through C(sp)-C(sp3) bond cleavage, and the redox cross-dehydrogenative coupling in the presence of zinc(II) catalysts to afford N-tethered 1,6-enynes. In all the above cases, the generation of iminium intermediates, which would be assisted by a lone pair on the nitrogen atom of the propargylic amines, is essential for further transformations.
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