title: Suzuki-miyaura cross-coupling of 1,1-dichloro-1-alkenes with 9-alkyl-9-BBN.
abstract: We addressed an unexplored application of the Suzuki-Miyaura protocol to the cross-coupling of 1,1-dichloro-1-alkenes with 9-alkyl-9-BBN. The use of bisphosphine ligands with a large P-Pd-P bite angle allowed us to synthesize Z-chlorinated internal alkenes in good yields resulting from a selective monocoupling process, a recurrent challenge with 1,1-dichloro-1-alkenes. Moreover, these monochlorinated olefins could be further transformed providing stereospecifically trisubstituted olefins.
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS, avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Frédéric
authors.initials: F
authors.lastname: Liron
authors.forename: Céline
authors.initials: C
authors.lastname: Fosse
authors.forename: Alban
authors.initials: A
authors.lastname: Pernolet
authors.forename: Emmanuel
authors.initials: E
authors.lastname: Roulland