title: Iodophosphoryloxylation of carbon-carbon multibonds and its application to glycals
abstract: Iodophosphoryloxylation of carbon-carbon multibonds was attempted. Alkynes and cyclohexene were converted to the corresponding 1,2-iodophosphoryloxylated compounds in moderate to good yields with a trivalent iodine compound/iodine system, while glucal gave mainly the corresponding iodohydrin compound in this system. However, 2-deoxy-2-iodoglycosyl diphenylphosphinates were obtained from the corresponding glycals with a diphenylphosphinic acid/iodine/potassium carbonate system in good yields. Moreover, triethylborane smoothly reduced 2-deoxy-2-iodoglycosyl diphenylphosphinates to 2-deoxyglycosyl diphenylphosphinates in a 1,4-cyclohexadiene solvent.
authors.affiliation: Graduate School of Science and Technology, Chiba University, Japan.
authors.initials: T
authors.lastname: Muraki
authors.initials: M
authors.lastname: Yokoyama
authors.initials: H
authors.lastname: Togo