Enantiospecific synthesis of (+)-altholactone and its three stereoisomers

Tony Kung Ming Shing, John G. Gillhouley

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

(+)-Altholactone 1 and (+)-7-epi-altholactone 3 were constructed from D-gulonolactone whereas their respective enantiomers (-)-altholactone 2 and (-)-7-epi- altholactone 4 were synthesised from D-mannose, involving stereocontrolled reduction of the lactols 21 and 12 as a key step.

Original languageEnglish
Pages (from-to)8685-8698
Number of pages14
JournalTetrahedron
Volume50
Issue number29
DOIs
Publication statusPublished - 1994 Jan 1
Externally publishedYes

Fingerprint

Stereoisomerism
Enantiomers
Mannose
altholactone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Enantiospecific synthesis of (+)-altholactone and its three stereoisomers. / Shing, Tony Kung Ming; Gillhouley, John G.

In: Tetrahedron, Vol. 50, No. 29, 01.01.1994, p. 8685-8698.

Research output: Contribution to journalArticle

Shing, Tony Kung Ming ; Gillhouley, John G. / Enantiospecific synthesis of (+)-altholactone and its three stereoisomers. In: Tetrahedron. 1994 ; Vol. 50, No. 29. pp. 8685-8698.
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