A synthesis of 3-deoxy-D-gluco-oct-2-ulosonic acid

Tony Kung Ming Shing

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Acyclic 2:3,5:6- and 3:4,5:6-di-O-isopropylidene-D-glucoses have been converted by four reactions involving a Wittig chain homologation, a catalytic hydrogenation, an acid hydrolysis and an acetonation into 2,3-dideoxy-5:6,7:8-di-O-isopropylidene-D-gluco-octono-1,4-lactone which underwent a Wasserman reaction and than a hydrolysis to yield 3-deoxy-D-gluco-oct-2-ulosonic acid, isolated as its ammonium salt 2.

Original languageEnglish
Pages (from-to)2405-2414
Number of pages10
JournalTetrahedron: Asymmetry
Volume5
Issue number12
DOIs
Publication statusPublished - 1994 Jan 1
Externally publishedYes

Fingerprint

hydrolysis
Hydrolysis
acids
Acids
Lactones
synthesis
Ammonium Compounds
glucose
Hydrogenation
hydrogenation
Glucose
Salts
salts
propylene

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

A synthesis of 3-deoxy-D-gluco-oct-2-ulosonic acid. / Shing, Tony Kung Ming.

In: Tetrahedron: Asymmetry, Vol. 5, No. 12, 01.01.1994, p. 2405-2414.

Research output: Contribution to journalArticle

Shing, Tony Kung Ming. / A synthesis of 3-deoxy-D-gluco-oct-2-ulosonic acid. In: Tetrahedron: Asymmetry. 1994 ; Vol. 5, No. 12. pp. 2405-2414.
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