title: Strict stereocontrol by 2,4-O-di-tert-butylsilylene group on β-glucuronylations.
abstract: Strict β-controlled glucuronylations without classical neighboring-group participation were achieved by the assistance of a 2,4-O-di-tert-butylsilylene group. Comparison of activation conditions and conformational analysis indicated that the strict β-selectivity was achieved by steric hindrance of the 2,4-O-di-tert-butylsilylene group and not by complex glycosyl intermediates.
authors.affiliation: Graduate School of Life Science and Frontier Research Center for Post-Genome Science and Technology, Hokkaido University, N21, W11, Sapporo 001-0021, Japan.
authors.forename: Takayuki
authors.initials: T
authors.lastname: Furukawa
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Hinou
authors.forename: Shin-Ichiro
authors.initials: S
authors.lastname: Nishimura
mesh_terms: D002073:Butanes / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D020719:Glucuronides / Q000737:chemistry*; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D002073:Butanes; D020719:Glucuronides; D012821:Silanes; C512229:di-tert-butylsilylene