Methylation-ring opening of 3,3-disubstituted 2,3-epoxy alcohols. Synthesis of chiral quaternary fragments for assembly of briaran diterpenes

Rajiv P. Balasubramaniam, David K. Moss, Justin K. Wyatt, John D. Spence, Arvin Gee, Michael H. Nantz

Research output: Contribution to journalArticle

23 Scopus citations

Abstract

Two chiral quaternary carbon-containing fragments suitable for elaboration to the briaran diterpenes were obtained by regioselective methylation of functionalized 3,3-disubstituted 2,3-epoxy-1-ols. The factors which favor methylation at the more hindered position of a trisubstituted 2,3-epoxy alcohol were determined.

Original languageEnglish (US)
Pages (from-to)7429-7444
Number of pages16
JournalTetrahedron
Volume53
Issue number22
DOIs
StatePublished - Jun 2 1997

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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