化学
紫罗兰酮
酮
部分
羟醛反应
维蒂希反应
产量(工程)
催化作用
有机化学
组合化学
立体化学
材料科学
冶金
作者
Valentina Merlini,Sylvain Gaillard,Alessio Porta,Giuseppe Zanoni,Giovanni Vidari,Steven P. Nolan
标识
DOI:10.1016/j.tetlet.2011.01.010
摘要
A simple and convenient synthesis of α-ionone, an important component of flowers and fragrances, is reported. The key step in the formation of the α,β-unsaturated ketone moiety involves an NHC-AuI catalyzed Meyer–Schuster-like rearrangement of readily prepared propargylic esters. The complex [{Au(IPr)}2(μ-OH)][BF4] proved to be the most efficient catalyst leading to α-ionone in 70% yield from a propargylic benzoate. This optimized procedure represents a valuable and attractive alternative to classical methods leading to α,β-unsaturated ketones, such as the Wittig or aldol reactions.
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