Use of polystyrene-supported DBU in the synthesis and α-selective glycosylation study of the unstable schmidt donor of L-kedarosamine

Isao Ohashi, Martin James Lear, Fumihiko Yoshimura, Masahiro Hirama

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

In the α-glycosylation study of the unusual, 2-deoxy amino sugar of kedarcidin, polystyrene-supported DBU (PDBU) was found to be invaluable to the clean preparation of the highly labile Schmidt donor of L-kedarosamine. By further recognition that the C4-alcohol should be left free for favorable acceptor reactivity, we could for the first time successfully assemble the C13-O-α-glycoside of the ansamacrolide substructure of the kedarcidin chromophore.

Original languageEnglish
Pages (from-to)719-722
Number of pages4
JournalOrganic letters
Volume6
Issue number5
DOIs
Publication statusPublished - 2004 Mar 4

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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