title: Stannane-free chemoselective hydrodehalogenation of 4-halotetrahydropyrans: scope and application to natural product synthesis.
abstract: A stannane-free hydrodehalogenation of 4-halotetrahydropyran under very mild conditions has been developed. This methodology allows selective one-pot dehalogenation and/or debenzylation depending on the type of halide-substrate used. The applicability of this methodology is well demonstrated in the synthesis of a key intermediate toward the enantioselective synthesis of (+)-SCH 351448.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616.
authors.forename: Kok-Ping
authors.initials: KP
authors.lastname: Chan
authors.forename: Yvonne Hui
authors.initials: YH
authors.lastname: Ling
authors.forename: Jocelyn Li-Ting
authors.initials: JL
authors.lastname: Chan
authors.forename: Teck-Peng
authors.initials: TP
authors.lastname: Loh
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis*; D006219:Halogens / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis; D008722:Methods; D011714:Pyrans / Q000737:chemistry*; D013237:Stereoisomerism; D017971:Tin Compounds
chemical_list: D001688:Biological Products; D006219:Halogens; D007783:Lactones; D011714:Pyrans; C451479:SCH 351448; D017971:Tin Compounds; C031525:stannane