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1 article(s) from Remete, Attila M.

A study on selective transformation of norbornadiene into fluorinated cyclopentane-fused isoxazolines

Zsanett Benke,
Attila M. Remete and
Loránd Kiss

Beilstein J. Org. Chem. 2021, 17, 2051–2066, doi:10.3762/bjoc.17.132

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Graphical Abstract

Figure 1: Some commercial Ru-based catalysts used in the current work.

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Figure 2: Synthesis of divinylated cyclopentane-fused isoxazolines [41].

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Figure 3: Various fluorine-containing olefins used in the current work.

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Scheme 1: Cross-metathesis of divinylated isoxazoline (±)-4 with 1,1,1,3,3,3-hexafluoropropan-2-yl acrylate (...

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Scheme 2: Cross-metathesis of divinylated isoxazoline (±)-4 with 2,2,3,3,4,4,4-heptafluorobutyl acrylate (7d)....

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Scheme 3: Cross-metathesis of divinylated isoxazoline (±)-4 with 2,2,2-trifluoroethyl acrylate (7e).

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Scheme 4: Cross-metathesis of divinylated isoxazoline (±)-4 with 1,1,1-trifluoro-2-(trifluoromethyl)pent-4-en...

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Scheme 5: Cross-metathesis of divinylated isoxazoline (±)-4 with 8-(allyloxy)-1,1,1,2,2,3,3,4,4,5,5,6,6-tride...

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Scheme 6: Cross-metathesis of divinylated isoxazoline (±)-4 with 4-fluorostyrene (7h).

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Scheme 7: Selective CM of divinylated isoxazoline (±)-5 with 1,1,1,3,3,3-hexafluoropropan-2-yl acrylate (7c).

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Scheme 8: Cross-metathesis of divinylated isoxazoline (±)-5 with 2,2,3,3,4,4,4-heptafluorobutyl acrylate (7d)....

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Scheme 9: Cross-metathesis of divinylated isoxazoline (±)-5 with 2,2,2-trifluoroethyl acrylate (7e).

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Scheme 10: Cross-metathesis of divinylated isoxazoline (±)-5 with 1,1,1-trifluoro-2-(trifluoromethyl)pent-4-en...

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Scheme 11: Cross-metathesis of divinylated isoxazoline (±)-5 with 8-(allyloxy)-1,1,1,2,2,3,3,4,4,5,5,6,6-tride...

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Scheme 12: Cross-metathesis of divinylated isoxazoline (±)-5 with 4-fluorostyrene (7h).

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Scheme 13: Cross-metathesis of divinylated isoxazoline (±)-6 with 1,1,1,3,3,3-hexafluoropropan-2-yl acrylate (...

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Scheme 14: Cross-metathesis of divinylated isoxazoline (±)-6 with 2,2,3,3,4,4,4-heptafluorobutyl acrylate (7d)....

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Scheme 15: Cross-metathesis of divinylated isoxazoline (±)-6 with 2,2,2-trifluoroethyl acrylate (7e).

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Scheme 16: Cross-metathesis of divinylated isoxazoline (±)-6 with 1,1,1-trifluoro-2-(trifluoromethyl)pent-4-en...

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Scheme 17: Cross-metathesis of divinylated isoxazoline (±)-6 with 8-(allyloxy)-1,1,1,2,2,3,3,4,4,5,5,6,6-tride...

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Scheme 18: Cross-metathesis of divinylated isoxazoline (±)-6 with 4-fluorostyrene (7h).

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Figure 4: Chemoselective CM reaction due to steric hindrance.

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Published 13 Aug 2021

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