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Triazole‐Gold‐Promoted, Effective Synthesis of Enones from Propargylic Esters and Alcohols: A Catalyst Offering Chemoselectivity, Acidity and Ligand Economy
Author(s) -
Wang Dawei,
Zhang Yanwei,
Harris Alexandria,
Gautam Lekh Nath S.,
Chen Yunfeng,
Shi Xiaodong
Publication year - 2011
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.201100314
Subject(s) - chemoselectivity , chemistry , catalysis , allene , ligand (biochemistry) , alkyne , medicinal chemistry , organic chemistry , atom economy , combinatorial chemistry , biochemistry , receptor
The air, moisture and thermally stable 1,2,3‐triazole coordinated gold(I) complexes (TA‐Au) were revealed as the effective catalysts in promoting propargylic ester rearrangement and sequential allene hydration, giving the enones with excellent yields (up to 97% yields, 0.2% loading). The catalysts could also catalyze the more challenging Meyer–Schuster rearrangement (0.5% loading, up to 98% yields). The reported reaction confirmed TA‐Au as a chemoselective catalyst in promoting alkyne activation with high efficiency and improved ligand economy.