A general method for asymmetric synthesis of alkylated homoallylic amines was developed via a one-pot three-component reaction of easily available N-phosphonyl amides, aliphatic aldehydes, and allylic Grignard reagents. As anticipated the reaction proceeds through six-membered chelation controlled mechanism, allowing 1,2-nucleophilic addition to directly give chiral homoallylic amines with high yields and excellent diastereoselectivity. (C) 2016 Published by Elsevier Ltd.
|State||Published - Feb 2016|
Qiao, S., Pindi, S., Spigener, P. T., Jiang, B., & Li, G. (2016). Asymmetric synthesis of homoallylic amines via 1,2-addition of Grignard reagent to aliphatic N-phosphonyl hemiaminal. Tetrahedron Letters, 619-622.