A concise route to difluorinated analogues of cyclitols and sugars

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

Research output: Contribution to journal › Article

8 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.
LanguageEnglish
Pages3903-3918
Number of pages15
JournalSynthesis
Issue number24
Publication statusPublished - 16 Dec 2008

Fingerprint

Cyclitols
Trifluoroethanol
Ethers
Sugars
Substrates

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.
Kerouredan, E. ; Percy, J.M. ; Rinaudo, G. ; Singh, K. / A concise route to difluorinated analogues of cyclitols and sugars. In: Synthesis. 2008 ; No. 24. pp. 3903-3918.
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Kerouredan, E, Percy, JM, Rinaudo, G & Singh, K 2008, 'A concise route to difluorinated analogues of cyclitols and sugars' Synthesis, no. 24, pp. 3903-3918.

A concise route to difluorinated analogues of cyclitols and sugars. / Kerouredan, E.; Percy, J.M.; Rinaudo, G.; Singh, K.

In: Synthesis, No. 24, 16.12.2008, p. 3903-3918.

Research output: Contribution to journal › Article

TY - JOUR

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

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JF - Synthesis

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Kerouredan E, Percy JM, Rinaudo G, Singh K. A concise route to difluorinated analogues of cyclitols and sugars. Synthesis. 2008 Dec 16;(24):3903-3918.

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Project: Research