Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 349, Issue 6, Pages 871-875Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200600579
Keywords
catalysis; gold; hydrolysis; ketones; propargylic acetates; rearrangement
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An efficient gold-catalyzed method for the preparation of alpha,beta-unsaturated ketones from propargylic acetates has been developed. Under mild reaction conditions, beta-monosubstituted enones were formed mostly with excellent E-selectivity. beta,beta-disubstituted enones can be prepared from propargylic acetates derived from ketones. The high efficiency and mild nature of this reaction render it a viable alternative for the synthesis of alpha,beta-unsaturated ketones.
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