Chiral Tertiary Amine Catalyzed Asymmetric [4 + 2] Cyclization of 3-Aroylcoumarines with 2,3-Butadienoate
Coumarins and 2 -pyran derivatives are among the most commonly found structural units in natural products. Therefore, the introduction of 2 -pyran moiety into the coumarin structural unit, i.e., dihydrocoumarin-fused dihydropyranones, is a potentially successful route for the identification of novel...
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Veröffentlicht in: | Molecules (Basel, Switzerland) Switzerland), 2021-01, Vol.26 (2), p.489 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Coumarins and 2
-pyran derivatives are among the most commonly found structural units in natural products. Therefore, the introduction of 2
-pyran moiety into the coumarin structural unit, i.e., dihydrocoumarin-fused dihydropyranones, is a potentially successful route for the identification of novel bioactive structures, and the synthesis of these structures has attracted continuing research interest. Herein, a chiral tertiary amine catalyzed [4 + 2] cyclization of 3-aroylcoumarines with benzyl 2,3-butadienoate was reported. In the presence of Kumar's 6'-(4-biphenyl)-β-iso-cinchonine, the desired dihydrocoumarin-fused dihydropyranone products could be obtained in up to 97% yield and 90% ee values. |
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ISSN: | 1420-3049 1420-3049 |
DOI: | 10.3390/molecules26020489 |