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2 article(s) from Benke, Zsanett

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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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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Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers

Zsanett Benke,
Melinda Nonn,
Márton Kardos,
Santos Fustero and
Loránd Kiss

Beilstein J. Org. Chem. 2018, 14, 2698–2707, doi:10.3762/bjoc.14.247

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Scheme 1: ROM of various bicyclic unsaturated β-lactams [14-16].

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Scheme 2: ROM of various constrained bicyclic unsaturated systems (γ-lactones, δ-lactones, γ-lactam, isoxazol...

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

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Scheme 3: ROM of lactones (±)-3 and (±)-4.

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Scheme 4: ROM of lactones (±)-9.

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Scheme 5: ROM of structurally constrained bicyclic lactones and lactams.

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Scheme 6: ROM of bridged lactone (±)-14 and cyclooctene-fused isoxazoline (±)-16.

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Scheme 7: ROM and transformations of lactam (±)-18.

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Figure 2: Chelate intermediates in CM of (±)-19.

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Published 24 Oct 2018

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