title: Asymmetric Copper-Catalyzed Carbozincation of Cyclopropenes en Route to the Formation of Diastereo- and Enantiomerically Enriched Polysubstituted Cyclopropanes.
abstract: The enantioselective synthesis of cyclopropylzinc reagents has been achieved via a copper-catalyzed carbozincation of 3,3-disubstituted cyclopropenes with diorganozinc reagents. The obtained organozinc compounds can be easily functionalized with a broad range of electrophiles, including palladium-catalyzed cross-couplings, affording highly substituted cyclopropanes. The operationally simple procedure using very low quantities of a commercially available and inexpensive copper catalyst provides a new tool for the synthesis of highly enantioenriched cyclopropanes as single diastereoisomers.
authors.affiliation: The Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry, and The Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology , Technion City, Haifa 32000, Israel.
authors.forename: Daniel S
authors.initials: DS
authors.lastname: Müller
authors.affiliation: The Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry, and The Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology , Technion City, Haifa 32000, Israel.
authors.forename: Ilan
authors.initials: I
authors.lastname: Marek