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Published on: November 9, 2019
One-Pot anti-Michael Regio- and Stereoselective Hydroamination of Activated N-Allenamides
Maxime Hourtoule1, Yongxiang Zheng1, Anna Perfetto2
1Equipe Synthèse Organique et Phytochimie, Institut de Chimie, CNRS-UdS, UMR 7177, 4 rue Blaise Pascal, CS 90032, 67081 Strasbourg, France.
Abstract:
N-Allenamides, substituted by an ester at the γ-position, were obtained through addition of terminal ynamides with ethyl diazoacetate under copper catalysis for the first time. Regio- and stereoselective hydroamination of those activated N-allenamides provided exclusively E-configured captodative enamimes through a one-pot anti-Michael addition. Numerous ynamides as well as various secondary amines were adapted in this process.
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