Stereoselective glycosylation using the long-range effect of a [2-(4-phenylbenzyl)oxycarbonyl]benzoyl group

Hiroomi Tokimoto, Yukari Fujimoto, Koichi Fukase, Shoichi Kusumoto

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

Highly α-selective glucosylation was effected by virtue of the solvent effect of cyclopentyl methyl ether and the long-range assistance of bulky 6-O-protective groups. Higher α-selectivity was obtained by the use of this solvent in comparison to conventional diethyl ether. α-Selectivity was further improved with the influence of 6-O-substituents, such as TBDPS and phthaloyl groups, the latter being mono esterified with a bulky alcohol.

Original languageEnglish
Pages (from-to)441-447
Number of pages7
JournalTetrahedron Asymmetry
Volume16
Issue number2
DOIs
Publication statusPublished - 2005 Jan 24
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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