Gold-Catalyzed Addition of Propargyl Acetates to Olefins via O -Acyl Migration/Cyclopropanation Sequence: Insight into the Diastereoselective Formation of the Alkene
Abstract
This article discloses a study on the well-known addition of propargyl acetates to olefins via an O-acyl migration/cyclopropanation sequence. Herein, we show that the stereochemical outcome of the olefin is strongly dependent on the gold-catalyst and reaction parameters (concentration, temperature, alkene partner equivalents); E and the Z isomers can be selectively formed by judicious choice of reaction conditions.
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