Highly Efficient Intermolecular Hydroamination of Bicyclic Alkenes

Significance

This is one of the first highly efficient methods for asymmetric intermolecular hydroamination of alkenes, where the reaction proceeds with both high enantioselectivity and excellent reactivity. It was established earlier that in the presence of fluoride anions either selectivity or yields are improved. The significance of this report is the introduction of novel reaction conditions, more specific use of silyl base, which provide products in high yields and selectivities. Further, the authors have shown the efficiency of the methodology with simple manipulation of aryl­amine products to produce functionalized, enantioenriched cyclopentylamines with three stereocenters.