A Highly Stereoselective Redox Isomerization-Reductive Deuteration Sequence of Propargyl Amines to α-Deuterated Amino Acids

作者:Zhao, Zhipeng; Lin, Hongrui; Zhang, Zheng; Gao, Xiaotong; Ji, Congbin*; Zhou, Jian; Zhou, Feng*
来源:Organic Letters, 2023, 25(43): 7895-7899.
DOI:10.1021/acs.orglett.3c03140

摘要

Herein, we report a Cu-catalyzed redox isomerization-reductive deuteration sequence, providing facile access to a range of alpha-deuterated amino acid esters featuring an Z-configured alkene moiety with high yields. The advantages of this sequence include mild conditions, broad substrate scope, and excellent stereoselectivity. This research also represents a rare example of the Z-selective redox isomerization of propargyl amines.

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