Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex

Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex
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DOI:
10.1021/ol8010858
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发表时间:
2008-07-17
期刊:
影响因子:
5.2
通讯作者:
Widenhoefer, Ross A.
Widenhoefer, Ross A.
中科院分区:
化学1区
文献类型:
--
作者:
Kinder, Robert E.;Zhang, Zhibin;Widenhoefer, Ross A.

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以(NHC)AuCl和AgOTf在二恶烷中以1:1的比例在23℃下催化2,3-苯甲酸戊二酯与氨基甲酸苄酯反应5 h,分离得到(E)-4-(苯氧羰基氨基)-2-苯甲酸戊酯为单区非对映体,收率为84%。金(I)催化的氢胺化反应对许多n -未取代氨基甲酸酯和一系列取代烯有效。
Reaction of 2,3-pentadienyl benzoate with benzyl carbamate catalyzed by a 1:1 mixture of (NHC)AuCl and AgOTf in dioxane at 23 degrees C for 5 h led to isolation of (E)-4-(benzyloxycarbonylamino)-2-pentenyl benzoate in 84% yield as a single regio- and diastereomer. Gold(I)-catalyzed hydroamination was effective for a number of N-unsubstituted carbamates and a range of substituted allenes.