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Brønsted acid-catalyzed, enantioselective synthesis of 1,4-dihydroquinoline-3-carboxylates via in situ generated ortho-quinone methide imines

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Abstract

A straightforward, catalytic, enantioselective approach toward the synthesis of a broad range of 1,4-dihydroquinoline-3-carboxylates is described. Under phosphoric acid catalysis in situ-generated ortho-quinone methide imines reacted with β-keto esters to form the nitrogen heterocycles with good yields and enantioselectivities in just one synthetic step under ambient reactions conditions.

Graphical abstract: Brønsted acid-catalyzed, enantioselective synthesis of 1,4-dihydroquinoline-3-carboxylates via in situ generated ortho-quinone methide imines

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Publication details

The article was received on 27 Feb 2017, accepted on 07 Apr 2017 and first published on 07 Apr 2017


Article type: Paper
DOI: 10.1039/C7OB00488E
Citation: Org. Biomol. Chem., 2017, Advance Article
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    Brønsted acid-catalyzed, enantioselective synthesis of 1,4-dihydroquinoline-3-carboxylates via in situ generated ortho-quinone methide imines

    T. Hodík and C. Schneider, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB00488E

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