A concise route to difluorinated analogues of cyclitols and sugars

E. Kerouredan, J.M. Percy, G. Rinaudo, K. Singh

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Abstract

Allyl ethers of trifluoroethanol are transformed to difluorinated analogues of deoxysugars via concise sequences involving dehydrofluorination/metallation, [3,3]-Claisen rearrangement, reduction, and RCM, affording cyclohexenediol substrates for dihydroxylation reactions.
Original languageEnglish
Pages (from-to)3903-3918
Number of pages15
JournalSynthesis
Issue number24
Publication statusPublished - 16 Dec 2008

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Keywords

  • carbasugars
  • cyclitols
  • difluorinated
  • metathesis
  • dihydroxylation

Cite this

Kerouredan, E., Percy, J. M., Rinaudo, G., & Singh, K. (2008). A concise route to difluorinated analogues of cyclitols and sugars. Synthesis, (24), 3903-3918.