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Diastereoselective Synthesis of α‐Oxyamines via Gold‐, Silver‐ and Copper‐Catalyzed, Three‐Component Couplings of α‐Oxyaldehydes, Alkynes, and Amines in Water
Author(s) -
Huang Baosheng,
Yao Xiaoquan,
Li ChaoJun
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200606118
Subject(s) - chemistry , catalysis , copper , alkyl , component (thermodynamics) , organic chemistry , combinatorial chemistry , polymer chemistry , thermodynamics , physics
The three‐component couplings of α‐oxyaldehydes, alkynes, and amines in water were investigated by using gold, silver and copper catalysts. Gold(I) was found to be the most effective catalyst in this reaction to afford propargylamines in good yields and moderate diastereoselectivities. On the other hand, silver catalysts show the best catalytic activities on non‐coordinating α‐alkyl‐substituted aldehydes.