An alkoxide-directed intermolecular [2+2+1] annulation:: A three-component coupling reaction for the synthesis of tetrasubstituted α,β,-unsaturated γ-lactams

被引:46
|
作者
McLaughlin, Martin [1 ]
Takahashi, Masayuki [1 ]
Micalizio, Glenn C. [1 ]
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
关键词
alkynes; carbometalation; cross-coupling; imines; titanium;
D O I
10.1002/anie.200605060
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) In full control: A regio- and stereoselective cross-coupling reaction between internal alkynes and imines that provides selective access to allylic amines and γ-lactams has been developed (see scheme). This intermolecular [2+2+1] process could be described as an alkoxide-directed aza-Pauson-Khand-like annulation. The alkyne can tolerate a wide range of substituents R3. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3912 / 3914
页数:3
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