Unusual rearrangement of dihalocyclopropanes

Article type: Research Article

Authors: Jankowski, Christopher K.^; | Laouz, Antoun Bou | Lesage, Denis | Diaz T., Eduardo

Affiliations: Département de chimie et biochimie, Université de Moncton, Moncton, NB E1A 3E9, Canada | Instituto de Quimica, UNAM, Cd Universitaria, Del. Coyoacan, Circuito Exterior, 04510 Mexico, D.F., Mexico

Note: [] Corresponding author. Département de chimie et biochimie, Université de Moncton, Moncton, NB E1A 3E9, Canada. Tel.: +1 506 858 4331; Fax: +1 506 858 4541; E‐mail: jankowc@umoncton.ca.

Abstract: Dihalocyclopropanation of the double bond of some olefins, leading to dihalocyclopropanes, offered an opportunity to perform their rearrangement to dihalomethylvinyl with Hiyama type reagents, in presence of cationic system such as Cr2+/Cr3+. The chain elongation of alkenes via the gem‐dihalocyclopropanes produced α,β‐unsaturated aldehydes and acids.

Journal: Spectroscopy, vol. 17, no. 4, pp. 735-745, 2003