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Organoselenium-Catalyzed, Hydroxy-Controlled Regio- and Stereoselective Amination of Terminal Alkenes: Efficient Synthesis of 3‑Amino Allylic Alcohols

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journal contribution
posted on 17.04.2015, 00:00 authored by Zhimin Deng, Jialiang Wei, Lihao Liao, Haiyan Huang, Xiaodan Zhao
An efficient route to prepare 3-amino allylic alcohols in excellent regio- and stereoselectivity in the presence of bases by orangoselenium catalysis has been developed. In the absence of bases α,β-unsaturated aldehydes were formed in up to 97% yield. Control experiments reveal that the hydroxy group is crucial for the direct amination.