title: Regio- and stereoselective carbometallation reactions of N-alkynylamides and sulfonamides.
abstract: The carbocupration reactions of heterosubstituted alkynes allow the regio- and stereoselective formation of vinyl organometallic species. N-Alkynylamides (ynamides) are particularly useful substrates for the highly regioselective carbocupration reaction, as they lead to the stereodefined formation of vinylcopper species geminated to the amide moiety. The latter species are involved in numerous synthetically useful transformations leading to valuable building blocks in organic synthesis. Here we describe in full the results of our studies related to the carbometallation reactions of N-alkynylamides.
authors.affiliation: The Mallat Family Organic Chemistry Laboratory, Schulich Faculty of Chemistry, and the Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion - Israel Institute of Technology, Haifa 32000, Israel.
authors.forename: Yury
authors.initials: Y
authors.lastname: Minko
authors.forename: Morgane
authors.initials: M
authors.lastname: Pasco
authors.forename: Helena
authors.initials: H
authors.lastname: Chechik
authors.forename: Ilan
authors.initials: I
authors.lastname: Marek
keywords: carbometallation; enamides; organocopper; regiochemistry; ynamides