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Synthesis 2008(24): 3903-3918
DOI: 10.1055/s-0028-1083240
DOI: 10.1055/s-0028-1083240
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A Concise Route to Difluorinated Analogues of Cyclitols and Sugars
Further Information
Received
5 September 2008
Publication Date:
01 December 2008 (online)
Publication History
Publication Date:
01 December 2008 (online)
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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