title: Novel carbon-carbon bond-forming reactions using carbocations produced from substituted propargyl silyl ethers by the action of TMSOTf.
abstract: Highly useful carbon-carbon bond forming reactions using stable allenyl, propargyl, or allyl-propargyl hybrid cations have been developed. These carbocations could be generated from silyl 1-(pi-donor)-substituted propargyl ethers by the action of trimethylsilyl trifluoromethanesulfonate in dichloromethane at -78 degrees C to room temperature and could be attacked nucleophilically by electron rich arenes, allylsilanes, or enol silyl ethers, giving rise to allenes, alkynes, and their derivatives. A novel method for regio- and stereoselective synthesis of conjugated enynes utilizing allyl-propargyl hybrid cations has also been established.
authors: Department of Bioscience and Biotechnology, Faculty of Engineering, Okayama University, Tsushima, Okayama, 700-8530, Japan.
authors: T
authors: T
authors: Ishikawa
authors: M
authors: M
authors: Okano
authors: T
authors: T
authors: Aikawa
authors: S
authors: S
authors: Saito