title: First evidence for the formation of a geminal dizinc carbenoid: a highly stereoselective synthesis of 1,2,3-substituted cyclopropanes.
abstract: Significant amounts of novel gem-dizinc carbenoids (RZnCHIZnR) are formed when diethylzinc is mixed with iodoform in CH2Cl2 at 0 degrees C. This reagent was shown to be effective in the cyclopropanation of butenediol derivatives to generate a cyclopropylzinc intermediate that could be trapped with a variety of electrophiles. 1,2,3-Substituted cyclopropane derivatives are formed with excellent diastereoselectivities by using this simple procedure.
authors.affiliation: Département de Chimie, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada H3C 3J7.
authors.forename: André B
authors.initials: AB
authors.lastname: Charette
authors.forename: Alexandre
authors.initials: A
authors.lastname: Gagnon
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Fournier
mesh_terms: D003521:Cyclopropanes / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes