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Synthesis 2007(14): 2107-2114
DOI: 10.1055/s-2007-983725
DOI: 10.1055/s-2007-983725
PAPER
© Georg Thieme Verlag Stuttgart · New York
Gold(I)-Catalyzed Rearrangement of Propargylic Alcohols to α,β-Unsaturated Ketones
Further Information
Received
14 March 2007
Publication Date:
03 July 2007 (online)
Publication History
Publication Date:
03 July 2007 (online)
Abstract
We have developed a gold(I)-catalyzed rearrangement of propargylic alcohols to α,β-unsaturated ketones. The reaction might proceed through a dehydration of an alkynol, followed by an addition of water to a cumulene intermediate. The substituents of the alkynol play an important role in the rearrangement.
Key words
gold - Meyer-Schuster - rearrangement - α,β-unsaturated ketones - propargylic alcohol
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