Improved anomeric selectivity for the aroylation of sugars

M. Teresa Barros, Christopher D. Maycock, Paula Rodrigues, Christine Thomassigny

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

By manipulating the solvent and using bulky TMEDA as a base, good yields and improved anomeric selectivities were obtained for the aroylation of D-glucose over similar esterifications using pyridine. The reaction has been extended to mannose and the β-anomer of pergalloylated mannose was predominantly obtained in one step by direct aroylation of the parent sugar.

Original languageEnglish
Pages (from-to)1373-1376
Number of pages4
JournalCarbohydrate Research
Volume339
Issue number7
DOIs
Publication statusPublished - 17 May 2004

Keywords

  • Anomeric esters
  • Aroylation
  • Carbohydrate esterification
  • Galloylation
  • TMEDA

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