铂(II)催化单取代丙二烯与仲烷基胺的分子间氢胺化反应。
Platinum(II)-catalyzed intermolecular hydroamination of monosubstituted allenes with secondary alkylamines.
机构信息
French Family Science Center, Duke University, Durham, NC, USA.
出版信息
Chem Commun (Camb). 2010 Mar 14;46(10):1712-4. doi: 10.1039/b925859k. Epub 2010 Jan 16.
Abstract
A 1:1 mixture of (dppf)PtCl(2) and AgOTf (5 mol%) catalyzed the intermolecular hydroamination of monosubstituted allenes with secondary alkylamines at 80 degrees C to form allylic amines in good yield with selective formation of the E-diastereomer.
摘要
(dppf)PtCl2 和 AgOTf（5 mol%）以 1:1 的比例混合物催化单取代丙二烯与仲烷基胺的分子间氢胺化反应，在 80°C 下反应以良好的收率形成烯丙基胺，并且选择性地形成 E-非对映异构体。
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1
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2
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3
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4
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5
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