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

Acid catalysed rearrangements of the thevinols : The mechanism of furanocodide formation. / Grivas, Konstantinos; Breeden, Simon W.; Ganter, Christian; Husbands, Stephen M.; Lewis, John W.

In: Tetrahedron Letters, Vol. 40, No. 9, 26.02.1999, p. 1795-1798.

Research output: Contribution to journalArticle

Grivas, Konstantinos ; Breeden, Simon W. ; Ganter, Christian ; Husbands, Stephen M. ; Lewis, John W. / Acid catalysed rearrangements of the thevinols : The mechanism of furanocodide formation. In: Tetrahedron Letters. 1999 ; Vol. 40, No. 9. pp. 1795-1798.
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