title: TMSBr-mediated solvent- and work-up-free synthesis of α-2-deoxyglycosides from glycals.
abstract: The thio-additions of glycals were efficiently promoted by a stoichiometric amount of trimethylsilyl bromide (TMSBr) to produce S-2-deoxyglycosides under solvent-free conditions in good to excellent yields. In addition, with triphenylphosphine oxide as an additive, the TMSBr-mediated direct glycosylations of glycals with a large range of alcohols were highly α-selective.
authors: Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan; Chemical Biology and Molecular Biophysics Program, Taiwan International Graduate Program, Academia Sinica, Taipei 115, Taiwan; Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
authors: Mei-Yuan
authors: MY
authors: Hsu
authors: Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan; Department of Chemistry, National Central University, Jhongli 320, Taiwan.
authors: Yi-Pei
authors: YP
authors: Liu
authors: Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan.
authors: Sarah
authors: S
authors: Lam
authors: Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan.
authors: Su-Ching
authors: SC
authors: Lin
authors: Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan; Chemical Biology and Molecular Biophysics Program, Taiwan International Graduate Program, Academia Sinica, Taipei 115, Taiwan.
authors: Cheng-Chung
authors: CC
authors: Wang
keywords: 2-deoxyglycosides; glycals; trimethylsilyl bromide (TMSBr); triphenylphosphine oxide (TPPO)