title: 1,2-H shift in copper-chlorocarbenoid intermediate during CuCl/bpy-promoted stereoselective dechlorination of 2,2,2-trichloroethyl alkyl ethers to (Z)-1-alkoxy-2-chloroethenes.
abstract: Reaction of 2,2,2-trichloroethyl alkyl ethers with 2 molar equiv of CuCl/bpy in refluxing DCE yielded (Z)-1-alkoxy-2-chloroethenes stereoselectively as the major product via 1,2-H shift in copper-chlorocarbenoid intermediate. 2,2,2-Trichloroethyl carboxylates undergo a radical 1,2-acyloxy shift under similar conditions.
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi, India. rnram@chemistry.iitd.ernet.in
authors.forename: Ram N
authors.initials: RN
authors.lastname: Ram
authors.forename: T P
authors.initials: TP
authors.lastname: Manoj