title: Dehydrogenative Meyer-Schuster-like rearrangement: a gold-catalyzed reaction generating an alkyne.
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.
authors: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg (Germany) http://www.hashmi.de.
authors: Yang
authors: Y
authors: Yu
authors: Weibo
authors: W
authors: Yang
authors: Daniel
authors: D
authors: Pflästerer
authors: A Stephen K
authors: AS
authors: Hashmi
keywords: alkynes; allenes; esters; gold; hypervalent iodine