Catalytic asymmetric synthesis of a 1-deoxy-1,1-difluoro-D-xylulose

Liam R Cox, Gareth A DeBoos, Jeremy J Fullbrook, Jonathan Percy, Neil S Spencer, Malcolm Tolley

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

A new route, of potential strategic importance, to a difluorosugar analogue has been developed. Key steps included a Stille coupling and a highly regio- and enantioselective dihydroxylation of a highly substituted diene. Protecting groups were chosen to enhance the reactivity of the disubstituted allylic fragment in the AD reaction and allow deprotection under orthogonal conditions.
Original languageEnglish
Pages (from-to)337-339
Number of pages3
JournalOrganic Letters
Volume5
Issue number3
DOIs
Publication statusPublished - 6 Feb 2003

Keywords

  • catalytic sysnthesis
  • Stille coupling
  • orthogonal conditions

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    Cox, L. R., DeBoos, G. A., Fullbrook, J. J., Percy, J., Spencer, N. S., & Tolley, M. (2003). Catalytic asymmetric synthesis of a 1-deoxy-1,1-difluoro-D-xylulose. Organic Letters, 5(3), 337-339 . https://doi.org/10.1021/ol02735