Dimethylformamide: An unusual glycosylation modulator

Shao Ru Lu, Yen Hsun Lai, Jiun Han Chen, Chih Yueh Liu, Kwok-Kong Mong*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

102 Scopus citations

Abstract

A simple solution: When N,N-dimethylformamide was used to direct the stereochemical course of glycosylation reactions, 1,2-cis glycosylation products were formed with excellent selectivity. A straightforward highly α-stereoselective glycosylation involving preactivation (see scheme) should find broad application and be especially useful for sequential glycosylation reactions to form oligosaccharides. LG=leaving group.

Original languageEnglish
Pages (from-to)7315-7320
Number of pages6
JournalAngewandte Chemie - International Edition
Volume50
Issue number32
DOIs
StatePublished - 1 Aug 2011

Keywords

  • dimethylformamide
  • glycosylation
  • preactivation
  • stereoselectivity
  • thioglycosides

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