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Updated: May 4, 2026
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Dehydrogenative Meyer-Schuster-like rearrangement: a gold-catalyzed reaction generating an alkyne
Yang Yu1, Weibo Yang, Daniel Pflästerer
1Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg (Germany) http://www.hashmi.de.
Abstract:
Easily accessible propargylic esters are converted to the inverted alkynyl ketones in an oxidative gold-catalyzed reaction. Gagosz's catalyst in combination with PhI(OAc)2 is the best system for this conversion and 18 examples with yields up to 80 % are reported. The results indicate that the triple bond in the product is formed by elimination from a vinylgold intermediate. In a formal sense the new conversion overall is a dehydrogenative Meyer-Schuster rearrangement.
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02:34Preparation of Alkynes: Dehydrohalogenation
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02:24Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
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