Enantiodivergent and γ‐Selective Asymmetric Allylic Amination

Jianmin Wang, Jie Chen, Choon Wee Kee and Prof. Dr. Choon‐Hong Tan

Angewandte Chemie International Edition, 2012, 51, 2382 –2386.

Abstract: Double agent: The title reaction using the guanidine catalyst 1 can deliver both enantiomers of the product with excellent enantioselectivity by judicious choice of the double bond geometry of the the β,γ‐unsaturated carbonyl compound. Computational studies reveal the possible origin of the inversed enantioselectivity, and the potential for enantiodivergent synthesis chiral amine‐containing substrates is attractive.

Paper download: https://doi.org/10.1002/anie.201107317