On the stereodivergent behavior observed in the staudinger reaction between methoxyketene and (E)-N-benzylidenearyl amines

被引:48
作者
Banik, Bimal K.
Lecea, Begona
Arrieta, Ana
de Cozar, Abel
Cossio, Fernando P.
机构
[1] Univ Texas, Dept Chem, Edinburg, TX 78541 USA
[2] Univ Basque Country, Dept Organ Chem 1, UPV, EHU, Donostia San Sebastian 20018, Spain
关键词
cycloaddition; imines; ketenes; lactams; transition states;
D O I
10.1002/anie.200605231
中图分类号
O6 [化学];
学科分类号
0703 [化学];
摘要
The answer is out there: Detailed calculations on the Staudinger reaction between methoxyketene and imines derived from aromatic amines show that the stereochemistry of the reaction is determined by an isomerization barrier that does not belong to the cycloaddition stages (see picture). (Chemical Equation Presented). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3028 / 3032
页数:5
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