对映选择合成
氢胺化
化学选择性
化学
亲核细胞
烯丙基重排
催化作用
布朗斯特德-洛瑞酸碱理论
组合化学
镍
分子间力
有机化学
分子
作者
Jiao Long,Peng Wang,Wang Wang,Yuqiang Li,Guoyin Yin
出处
期刊:iScience
[Elsevier]
日期:2019-12-01
卷期号:22: 369-379
被引量:33
标识
DOI:10.1016/j.isci.2019.11.008
摘要
A novel nickel/Brønsted acid-catalyzed asymmetric hydroamination of acyclic 1,3-dienes has been established. A wide array of primary and secondary amines can be transformed into allylic amines with high yields and high enantioselectivities under very mild conditions. Moreover, our method is compatible with various functional groups and heterocycles, allowing for late-stage functionalization of biologically active complex molecules. Remarkably, this protocol exhibits good chemoselectivity with respect to amines bearing two different nucleophilic sites. Mechanistic studies reveal that the enantioselective carbon-nitrogen bond-forming step is reversible.
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