title: Design and synthesis of chiral N-chloroimidodicarbonates: application to asymmetric chlorination of silyl enol ethers.
abstract: New chiral N-chloroimidodicarbonates, which function as efficient chiral chlorinating agents, were designed and synthesized. Among these, C(2)-symmetric (1R,2S,5R)-(-)-menthyl-N-chloroimidodicarbonate 2a provided moderate to good enantioselectivity (up to 40%) for the chlorination of silyl enol ethers to afford alpha-chloroketones only in the presence of a suitable Lewis acid such as Sm(OTf)(3).
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Kharagpur, W.B. 721302, India. shajra@chem.iitkgp.ernet.in
authors.forename: Saumen
authors.initials: S
authors.lastname: Hajra
authors.forename: Manishabrata
authors.initials: M
authors.lastname: Bhowmick
authors.forename: Biswajit
authors.initials: B
authors.lastname: Maji
authors.forename: Debarshi
authors.initials: D
authors.lastname: Sinha