Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China.
Org Lett. 2010 Mar 5;12(5):1068-71. doi: 10.1021/ol100056f.
A gold(I)-catalyzed decarboxylative amination of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement has been developed. A variety of substituted N-tosyl allylic amines were obtained in good yield, excellent regioselectivity, and high to excellent stereoselectivity. This transformation could be performed either in H(2)O or in one pot directly from allylic alcohols and therefore represents an efficient and environmentally benign protocol for the synthesis of N-tosyl allylic amines.
发展了一种金（I）催化的烯丙基 N-对甲苯磺酰基氨基甲酸酯的脱羧胺化反应，通过碱诱导的氮杂-Claisen 重排反应实现。该反应具有良好的收率、优异的区域选择性和高至优秀的立体选择性，可得到各种取代的 N-对甲苯磺酰烯丙基胺。该转化可以在 H(2)O 中进行，也可以直接从烯丙醇一锅法进行，因此代表了一种高效、环境友好的 N-对甲苯磺酰基烯丙基胺合成方法。
