Dehydrogenative Meyer–Schuster‐Like Rearrangement: A Gold‐Catalyzed Reaction Generating an Alkyne1. Issue 4 (11th December 2013)

• Record Type: Journal Article
• Authors: Yu, Yang; Yang, Weibo; Pflästerer, Daniel; Hashmi, A. Stephen K.
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 4(2014)
• Page Start: 1144
• Page End: 1147
• Publication Date: 2013-12-11
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201307647
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>