A Concise Route to Difluorinated
Analogues of Cyclitols and Sugars

Erwan Kérourédan; Jonathan M. Percy; Giuseppe Rinaudo; Kuldip Singh

doi:10.1055/s-0028-1083240

PAPER

A Concise Route to Difluorinated Analogues of Cyclitols and Sugars

Erwan Kérourédan^a, Jonathan M. Percy*^b, Giuseppe Rinaudo^b, Kuldip Singh^a
^a Department of Chemistry, University of Leicester, University Road, Leicester LE1 7RE, UK
^b WestCHEM Department of Pure and Applied Chemistry, Thomas Graham Building, 295 Cathedral Street, Glasgow G1 1XL, UK
Fax: +44(141)5484822; e-Mail: jonathan.percy@strath.ac.uk;

Abstract

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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.

Key words

carbasugars - cyclitols - difluorinated - metathesis - dihydroxylation

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Referenzen

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