title: Facially selective Cu-catalyzed carbozincation of cyclopropenes using arylzinc reagents formed by sequential I/Mg/Zn exchange.
abstract: Described is a Cu-catalyzed directed carbozincation of cyclopropenes with organozinc reagents prepared by I/Mg/Zn exchange. This protocol broadens the scope with respect to functional group tolerance and enables use of aryl iodide precursors, rather than purified diorganozinc precursors. Critical to diastereoselectivity of the carbozincation step is the removal of magnesium halide salts after transmetalation with ZnCl(2).
authors.affiliation: Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware, 19716, United States.
authors.forename: Vinod
authors.initials: V
authors.lastname: Tarwade
authors.forename: Ramajeyam
authors.initials: R
authors.lastname: Selvaraj
authors.forename: Joseph M
authors.initials: JM
authors.lastname: Fox
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D007202:Indicators and Reagents; D007454:Iodides / Q000737:chemistry*; D008274:Magnesium / Q000737:chemistry*; D015394:Molecular Structure; D015032:Zinc / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D007202:Indicators and Reagents; D007454:Iodides; D003300:Copper; D008274:Magnesium; D015032:Zinc