Morph-DAST-Mediated rearrangement in the fluorination of cyclic alfa,alfa-dialkoxyketones toward 1,2-dialkoxy-1,2-difluorinated compounds

Riccardo Surmont; Guido Verniest; Alex De Groot; Jan Willem Thuring; Norbert De Kimpe

Morph-DAST-Mediated rearrangement in the fluorination of cyclic alfa,alfa-dialkoxyketones toward 1,2-dialkoxy-1,2-difluorinated compounds

Riccardo Surmont, Guido Verniest, Alex De Groot, Jan Willem Thuring, Norbert De Kimpe

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

12 Citations (Scopus)

Abstract

The deoxofluorination of cyclic alfa,alfa-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.

Original language	English
Pages (from-to)	2751-2756
Number of pages	6
Journal	Advanced Synthesis & Catalysis
Volume	352
Issue number	16
Publication status	Published - 2 Nov 2010

Keywords

deoxofluorination
fluorine
piperidines
rearrangement reaction

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Ghent University (External organisation)
Verniest, G. (Member)
1 Oct 2010 → …
Activity: Membership › Membership of external research organisation

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@article{f253297071d54f1298eb476427c05969,

title = "Morph-DAST-Mediated rearrangement in the fluorination of cyclic alfa,alfa-dialkoxyketones toward 1,2-dialkoxy-1,2-difluorinated compounds",

abstract = "The deoxofluorination of cyclic alfa,alfa-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 = "deoxofluorination, fluorine, piperidines, rearrangement reaction",

author = "Riccardo Surmont and Guido Verniest and {De Groot}, Alex and Thuring, {Jan Willem} and {De Kimpe}, Norbert",

year = "2010",

month = nov,

day = "2",

language = "English",

volume = "352",

pages = "2751--2756",

journal = "Advanced Synthesis & Catalysis",

issn = "1615-4169",

publisher = "Wiley-VCH Verlag",

number = "16",

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TY - JOUR

T1 - Morph-DAST-Mediated rearrangement in the fluorination of cyclic alfa,alfa-dialkoxyketones toward 1,2-dialkoxy-1,2-difluorinated compounds

AU - Surmont, Riccardo

AU - Verniest, Guido

AU - De Groot, Alex

AU - Thuring, Jan Willem

AU - De Kimpe, Norbert

PY - 2010/11/2

Y1 - 2010/11/2

N2 - The deoxofluorination of cyclic alfa,alfa-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.

AB - The deoxofluorination of cyclic alfa,alfa-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.

KW - deoxofluorination

KW - fluorine

KW - piperidines

KW - rearrangement reaction

M3 - Article

SN - 1615-4169

VL - 352

SP - 2751

EP - 2756

JO - Advanced Synthesis & Catalysis

JF - Advanced Synthesis & Catalysis

IS - 16

ER -

Morph-DAST-Mediated rearrangement in the fluorination of cyclic alfa,alfa-dialkoxyketones toward 1,2-dialkoxy-1,2-difluorinated compounds

Abstract

Keywords

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Ghent University (External organisation)

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