title: Stereoselective silylcupration of conjugated alkynes in water at room temperature.
abstract: Micellar catalysis enables copper-catalyzed silylcupration of a variety of electron-deficient alkynes, thereby providing access to isomerically pure E- or Z-β-silyl-substituted carbonyl derivatives. These reactions take place in minutes, afford high yields and stereoselectivity, and are especially tolerant of functional groups present in the substrates. The aqueous reaction medium has been successfully recycled several times, and a substrate/catalyst ratio of 10,000:1 has been documented for this methodology.
authors.affiliation: Department of Chemistry & Biochemistry, University of California, Santa Barbara, CA 93106 (USA).
authors.forename: Roscoe T H
authors.initials: RT
authors.lastname: Linstadt
authors.forename: Carl A
authors.initials: CA
authors.lastname: Peterson
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: Lippincott
authors.forename: Carina I
authors.initials: CI
authors.lastname: Jette
authors.forename: Bruce H
authors.initials: BH
authors.lastname: Lipshutz
keywords: copper; green chemistry; micellar catalysis; organosilicon compounds; silylboronates