Organocatalytic asymmetric conjugate addition of substituted 5-benzylfurfurals to nitroalkenes based on stereocontrol of trienamine
[Display omitted] •Diaminomethylenemalononitrile is good catalyst for asymmetric ε-alkylation reactions.•High stereoselectivity by a methyl group at γ-position of 5-benzylfurfural.•Higher stereoselectivities in comparison with the previous reports. Asymmetric ε-alkylation reaction of substituted 5-b...
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Veröffentlicht in: | Tetrahedron letters 2020-02, Vol.61 (6), p.151478, Article 151478 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | [Display omitted]
•Diaminomethylenemalononitrile is good catalyst for asymmetric ε-alkylation reactions.•High stereoselectivity by a methyl group at γ-position of 5-benzylfurfural.•Higher stereoselectivities in comparison with the previous reports.
Asymmetric ε-alkylation reaction of substituted 5-benzylfurfural derivatives to nitroalkenes by controlling the stereochemistry of the trienamine intermediate resulted in corresponding ε-regioselective addition products in high yields, diastereoselectivities, and enantioselectivities. |
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2019.151478 |