A concise route to difluorinated analogues of cyclitols and sugars

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

A concise route to difluorinated analogues of cyclitols and sugars

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

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

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 language	English
Pages (from-to)	3903-3918
Number of pages	15
Journal	Synthesis
Issue number	24
Publication status	Published - 16 Dec 2008

Keywords

carbasugars
cyclitols
difluorinated
metathesis
dihydroxylation

Cite this

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title = "A concise route to difluorinated analogues of cyclitols and sugars",

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.",

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author = "E. Kerouredan and J.M. Percy and G. Rinaudo and K. Singh",

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year = "2008",

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language = "English",

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journal = "Synthesis",

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T1 - A concise route to difluorinated analogues of cyclitols and sugars

AU - Kerouredan, E.

AU - Percy, J.M.

AU - Rinaudo, G.

AU - Singh, K.

N1 - No contact email found.

PY - 2008/12/16

Y1 - 2008/12/16

N2 - 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.

AB - 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.

KW - carbasugars

KW - cyclitols

KW - difluorinated

KW - metathesis

KW - dihydroxylation

UR - http://www.thieme-chemistry.com/fileadmin/Thieme/Journals/Synthesis/pdf/toc/inhsynth200824.pdf

M3 - Article

SN - 0039-7881

SP - 3903

EP - 3918

JO - Synthesis

JF - Synthesis

IS - 24

ER -

A concise route to difluorinated analogues of cyclitols and sugars

Abstract

Keywords

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Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

Cite this

A concise route to difluorinated analogues of cyclitols and sugars

Abstract

Keywords

Other files and links

Fingerprint

Projects

Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

Cite this