Chemoenzymatic synthesis of the carbasugars carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose from methyl benzoate

Derek Boyd, Narain Sharma, N.I. Bowers, G.B. Coen, John Malone, Colin O'Dowd, Paul Stevenson, Christopher Allen

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The cis-dihydrodiol metabolite from methyl benzoate has been used as a synthetic precursor of carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose. The structures and absolute configurations of these carbasugars were determined by a combination of NMR spectroscopy, stereochemical correlation and X-ray crystallography.
Original languageEnglish
Pages (from-to)1415-1423
Number of pages9
JournalOrganic and Biomolecular Chemistry
Volume8
Issue number6
DOIs
Publication statusPublished - 21 Mar 2010

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

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