Ellagitannin Chemistry. The First Total Chemical Synthesis of an O (2),O (3)-Galloyl-Coupled Ellagitannin, Sanguiin H-5

Ken S. Feldman, Aruna Sambandam

Research output: Contribution to journalArticlepeer-review

50 Scopus citations

Abstract

The biomimetic synthesis of sanguiin H-5 (1) was accomplished through the diastereoselective formation of the crucial biphenyl carbon-carbon bond between galloyl moieties at the O (2) and O (3) positions of an appropriately protected glucose-derived precursor. Furthermore, the /3-anomeric galloyl linkage was established with complete stereochemical control.

Original languageEnglish (US)
Pages (from-to)8171-8178
Number of pages8
JournalJournal of Organic Chemistry
Volume60
Issue number25
DOIs
StatePublished - Dec 1 1995

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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