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Morpholinosulfur trifluoride (Morph-DAST)-mediated rearrangement in the fluorination of cyclic α,α-dialkoxy detones toward 1,2-dialkoxy-1,2-difluorinated compounds

(2010) ADVANCED SYNTHESIS & CATALYSIS. 352(16). p.2751-2756
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Organization
Abstract
The deoxofluorination of cyclic a,a-dialkoxy ketones with morpholinosulfur trifluoride (Morph-DAST) resulted in 1,2-dialkoxy-1,2-difluorinated carbo- and heterocyclic compounds. The reaction proceeds via a 1,2-alkoxy migration leading to mixtures of cis- and trans-isomers.
Keywords
MEDICINAL CHEMISTRY, COUPLING-CONSTANTS, DIETHYLAMINOSULFUR TRIFLUORIDE, deoxofluorination, SUGARS, 2-ULOSES, GLUCOSE, fluorine, ketones, piperidines, rearrangement reactions, FLUORIDES, 3-DIFLUOROPIPERIDINES, 3, ALCOHOLS, DAST REAGENT

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Citation

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Chicago
Surmont, Riccardo, Guido Verniest, Alex De Groot, Jan Willem Thuring, and Norbert De Kimpe. 2010. “Morpholinosulfur Trifluoride (Morph-DAST)-mediated Rearrangement in the Fluorination of Cyclic Α,α-dialkoxy Detones Toward 1,2-dialkoxy-1,2-difluorinated Compounds.” Advanced Synthesis & Catalysis 352 (16): 2751–2756.
APA
Surmont, R., Verniest, G., De Groot, A., Thuring, J. W., & De Kimpe, N. (2010). Morpholinosulfur trifluoride (Morph-DAST)-mediated rearrangement in the fluorination of cyclic α,α-dialkoxy detones toward 1,2-dialkoxy-1,2-difluorinated compounds. ADVANCED SYNTHESIS & CATALYSIS, 352(16), 2751–2756.
Vancouver
1.
Surmont R, Verniest G, De Groot A, Thuring JW, De Kimpe N. Morpholinosulfur trifluoride (Morph-DAST)-mediated rearrangement in the fluorination of cyclic α,α-dialkoxy detones toward 1,2-dialkoxy-1,2-difluorinated compounds. ADVANCED SYNTHESIS & CATALYSIS. 2010;352(16):2751–6.
MLA
Surmont, Riccardo, Guido Verniest, Alex De Groot, et al. “Morpholinosulfur Trifluoride (Morph-DAST)-mediated Rearrangement in the Fluorination of Cyclic Α,α-dialkoxy Detones Toward 1,2-dialkoxy-1,2-difluorinated Compounds.” ADVANCED SYNTHESIS & CATALYSIS 352.16 (2010): 2751–2756. Print.
@article{1069329,
  abstract     = {The deoxofluorination of cyclic a,a-dialkoxy ketones with morpholinosulfur trifluoride (Morph-DAST) resulted in 1,2-dialkoxy-1,2-difluorinated carbo- and heterocyclic compounds. The reaction proceeds via a 1,2-alkoxy migration leading to mixtures of cis- and trans-isomers.},
  author       = {Surmont, Riccardo and Verniest, Guido and De Groot, Alex and Thuring, Jan Willem and De Kimpe, Norbert},
  issn         = {1615-4150},
  journal      = {ADVANCED SYNTHESIS \& CATALYSIS},
  language     = {eng},
  number       = {16},
  pages        = {2751--2756},
  title        = {Morpholinosulfur trifluoride (Morph-DAST)-mediated rearrangement in the fluorination of cyclic \ensuremath{\alpha},\ensuremath{\alpha}-dialkoxy detones toward 1,2-dialkoxy-1,2-difluorinated compounds},
  url          = {http://dx.doi.org/10.1002/adsc.201000466},
  volume       = {352},
  year         = {2010},
}

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