OFox Imidates as Versatile Glycosyl Donors for Chemical Glycosylation

Swati S. Nigudkar, Tinghua Wang, Salvatore G. Pistorio, Jagodige P. Yasomanee, Keith J. Stine, Alexei V. Demchenko

Research output: Contribution to journalArticlepeer-review

Abstract

Previously we communicated 3,3-difluoroxindole (HOFox) – mediated glycosylations wherein 3,3-difluoro-3 H -indol-2-yl (OFox) imidates were found to be key intermediates. Both the  in situ  synthesis from the corresponding glycosyl bromides and activation of the OFox imidates could be conducted in a regenerative fashion. Herein, we extend this study with the main focus on the synthesis of various OFox imidates and their investigation as glycosyl donors for chemical 1,2- cis  and 1,2- trans  glycosylation.
Original languageAmerican English
JournalOrganic and Biomolecular Chemistry
Volume15
DOIs
StatePublished - Jan 1 2017

Disciplines

  • Organic Chemistry
  • Biochemistry

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