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3 article(s) from Gilmour, Ryan

Fluorohydration of alkynes via I(I)/I(III) catalysis

Jessica Neufeld,
Constantin G. Daniliuc and
Ryan Gilmour

Beilstein J. Org. Chem. 2020, 16, 1627–1635, doi:10.3762/bjoc.16.135

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Figure 1: (A) Synthetic routes to α-fluoroketones from silyl enol ethers or acetophenone derivatives. (B) Sel...

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Scheme 1: Substrate scope with standard reaction conditions: alkyne (0.2 mmol), p-TolI (20 mol %), Selectfluor...

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Figure 2: X-ray molecular structure of compound 2. Conformation of the carbonyl group and the fluoride with a...

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Figure 3: (A) Structure activity relationship of the core scaffold. (B) Exploring the effect of methyl benzoa...

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Figure 4: (A) Hammett plot varying the para-substitution on the alkyne (ρ ≈ 0). (B) Hammett plot varying the ...

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Figure 5: An overview of the I(I)/I(III)-catalysed fluorohydration of alkynes.

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Published 10 Jul 2020

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Fluorocyclisation via I(I)/I(III) catalysis: a concise route to fluorinated oxazolines

Felix Scheidt,
Christian Thiehoff,
Gülay Yilmaz,
Stephanie Meyer,
Constantin G. Daniliuc,
Gerald Kehr and
Ryan Gilmour

Beilstein J. Org. Chem. 2018, 14, 1021–1027, doi:10.3762/bjoc.14.88

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Figure 1: Selected examples of bioactive compounds containing the 2-oxazoline motif.

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Figure 2: The catalytic difluorination of alkenes (top) and the proposed fluorocyclisation via the same I(I)/...

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Figure 3: Substrate scope. ^aReaction conducted on 1 mmol scale. ^bReaction time increased to 40 hours. ^cReacti...

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Scheme 1: Exploring diastereocontrol and the synthesis of the fluorohydrin 3. Yields in parentheses were dete...

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Figure 4: X-ray molecular structure of compound 2c. Thermal ellipsoids shown at the 50% propability level. To...

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Published 09 May 2018

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Modulating NHC catalysis with fluorine

Yannick P. Rey and
Ryan Gilmour

Beilstein J. Org. Chem. 2013, 9, 2812–2820, doi:10.3762/bjoc.9.316

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Figure 1: Exploring the effect of fluorine incorporation in triazolium pre-catalysts (2) for the enantioselec...

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Figure 2: Target triazolium salts 5–10 for this study. The synclinal-endo conformation of 5 is shown [18]. Only t...

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Scheme 1: Synthesis of the difluorinated triazolium salt 7 starting from commercially available N-Boc-trans-4...

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Scheme 2: Synthesis of the monofluorinated triazolium salt 8.

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Scheme 3: Synthesis of the trifluoromethylated and non-fluorinated pre-catalysts 9 and 10 for control studies....

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Figure 3: X-ray crystal structures of triazolium salts 5·BF₄⁻, 6·BF₄⁻ and 7·BF₄⁻ [42]. The tetrafluoroborate coun...

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Figure 4: An overview of the molecular editing approach to catalyst development.

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Published 06 Dec 2013

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