Total synthesis of Michellamines A-C: Important anti-HIV agents

Thomas R. Hoye*, Minzhang Chen, Liang Mi, Owen P. Priest

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

64 Scopus citations

Abstract

Michellamines A-C have been prepared by total synthesis in 7 and 16 linear steps from known and commercial materials, respectively. Key steps include i) palladium(0)-mediated biaryl coupling, ii) silver oxide promoted oxidative 1-naphthol coupling to an atropisomeric mixture of cross-ring quinones (indigoids), and iii) simultaneous per-debenzylation/reductive bleaching to the central 2,2′-binaphthol.

Original languageEnglish (US)
Pages (from-to)8747-8750
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number47
DOIs
StatePublished - Nov 21 1994

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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