A fused GalNAc-thiazole from a singular and unanticipated fragmentation

Spencer Knapp, Benjamin Amorelli, George A. Doss

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Attempted O-desilylation of an elaborated GalNAc-thiazoline t-butyl ester gave rise instead to a GalNAc-thiazole wherein the two-carbon acetate side chain has been severed by a process heretofore undescribed. The corresponding ether ester rearranged to a C-furanoside by a quite different pathway.

Original languageEnglish (US)
Pages (from-to)8507-8510
Number of pages4
JournalTetrahedron Letters
Volume45
Issue number46
DOIs
StatePublished - Nov 8 2004

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • Aromatization
  • Rearrangement
  • Retro-aldol

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