Facile access to benzofuran-fused tetrahydropyridines via catalytic asymmetric [4 + 2] cycloaddition of aurone-derived 1-azadienes with 3-vinylindoles

Facile access to benzofuran-fused tetrahydropyridines via catalytic asymmetric [4 + 2] cycloaddition of aurone-derived 1-azadienes with 3-vinylindoles

A highly enantioselective [4 + 2] cycloaddition reaction of aurone-derived 1-azadienes with 3-vinylindoles has been developed. In the presence of chiral phosphoric acids, a wide range of benzofuran-fused tetrahydropyridines with three contiguous stereogenic centers were obtained in good yields, and...

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Veröffentlicht in:Organic Chemistry Frontiers 2021-03, Vol.8 (5), p.968-974
Hauptverfasser: Koay, Wai Lean, Mei, Guang-Jian, Lu, Yixin
Format: Artikel
Sprache:eng
Schlagworte:
Benzofuran
Crystallography
Cycloaddition
Enantiomers
Organic chemistry
Phosphoric acid
Tetrahydropyridines
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Zusammenfassung:A highly enantioselective [4 + 2] cycloaddition reaction of aurone-derived 1-azadienes with 3-vinylindoles has been developed. In the presence of chiral phosphoric acids, a wide range of benzofuran-fused tetrahydropyridines with three contiguous stereogenic centers were obtained in good yields, and with excellent diastereo- and enantio-selectivities.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D0QO01236J