: Our study presents a novel enantioselective route for the synthesis of 1,2,3,4-tetrahydroquinolines via a chiral phosphoric acid-catalyzed three-component Povarov reaction, employing phenolic dienes as dienophiles. This approach produces a diverse array of 2,3,4-trisubstituted tetrahydroquinolines, each featuring a styryl group at position 4, in high yields with excellent regio-, diastereo-, and enantioselectivities (>95:5 dr and up to >99% ee).

Phenolic Dienes as Highly Selective Dienophiles in the Asymmetric Organocatalyzed Three-Component Vinylogous Povarov Reaction / Brion, A.; Martini, V.; Lombard, M.; Retailleau, P.; Della Ca', N.; Neuville, L.; Masson, G.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 89:17(2024). [10.1021/acs.joc.4c01239]

Phenolic Dienes as Highly Selective Dienophiles in the Asymmetric Organocatalyzed Three-Component Vinylogous Povarov Reaction

Martini V.;Della Ca' N.;
2024-01-01

Abstract

: Our study presents a novel enantioselective route for the synthesis of 1,2,3,4-tetrahydroquinolines via a chiral phosphoric acid-catalyzed three-component Povarov reaction, employing phenolic dienes as dienophiles. This approach produces a diverse array of 2,3,4-trisubstituted tetrahydroquinolines, each featuring a styryl group at position 4, in high yields with excellent regio-, diastereo-, and enantioselectivities (>95:5 dr and up to >99% ee).
2024
Phenolic Dienes as Highly Selective Dienophiles in the Asymmetric Organocatalyzed Three-Component Vinylogous Povarov Reaction / Brion, A.; Martini, V.; Lombard, M.; Retailleau, P.; Della Ca', N.; Neuville, L.; Masson, G.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 89:17(2024). [10.1021/acs.joc.4c01239]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/3007036
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