title: Diastereoselective Borocyclopropanation of Allylic Ethers Using a Boromethylzinc Carbenoid.
abstract: A borocyclopropanation of (E)- and (Z)-allylic ethers and styrene derivatives via the Simmons-Smith reaction using a novel boromethylzinc carbenoid is described. The carbenoid precursor is prepared via a 3-step sequence from inexpensive and commercially available starting materials. This methodology allows for the preparation of 1,2,3-substituted borocyclopropanes in high yields and diastereoselectivities. Several postfunctionalization reactions were also performed to illustrate the versatility of these building blocks.
authors.affiliation: Centre in Green Chemistry and Catalysis, Department of Chemistry, Université de Montréal , P.O. Box 6128, Station Downtown, Montréal, Québec H3C 3J7, Canada.
authors.forename: Guillaume
authors.initials: G
authors.lastname: Benoit
authors.affiliation: Centre in Green Chemistry and Catalysis, Department of Chemistry, Université de Montréal , P.O. Box 6128, Station Downtown, Montréal, Québec H3C 3J7, Canada.
authors.forename: André B
authors.identifier: 0000-0001-5622-5063
authors.initials: AB
authors.lastname: Charette