Formal synthesis of 3-deoxy-d-manno-octulosonic acid (KDO) and 3-deoxy-d-arabino-2-heptulosonic acid (DAH)

Tapankumar Pradhan, Chuncheng Lin, Kwok-Kong Mong*

*Corresponding author for this work

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

Practical synthetic routes to 3-deoxy-d-manno-octulosonic acid (KDO) and 3-deoxy-d-arabino-2-heptulosonic acid (DAH) from common sugar substrates are reported. Chain homologation of the sugar substrates was accomplished by Wittig olefination and Corey-Fuchs alkynylation. A new cyclization strategy was investigated to access the desired pyranosyl isomer of the KDO target.

Original languageEnglish
Pages (from-to)219-222
Number of pages4
JournalSynlett
Volume24
Issue number2
DOIs
StatePublished - 1 Jan 2013

Keywords

  • Corey-Fuchs
  • Wittig
  • carbohydrates
  • cyclization

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