Acid catalysed rearrangements of the thevinols: The mechanism of furanocodide formation

Konstantinos Grivas, Simon W. Breeden, Christian Ganter, Stephen M. Husbands, John W. Lewis

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The acid catalysed rearrangement of thevinols has been shown to proceed with retention of configuration at C-7 and therefore not via a sp2 hybridised centre at C-7 as had been proposed previously. Additionally a single diastereomer possessing the 20[R] configuration is formed in the rearrangements of the two diastereomeric i-propyl alcohols.

Original languageEnglish
Pages (from-to)1795-1798
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number9
DOIs
Publication statusPublished - 26 Feb 1999

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this