Abstract

AbstractThe first organocatalytic asymmetric synthesis of tetrahydrofuran/tetrahydropyran‐fused 3,4‐dihydrocoumarin has been developed via a cascade reaction between 2‐hydroxy cinnamaldehydes and γ/δ‐hydroxy enones followed by pyridinium chlorochromate oxidation. Diphenylprolinol silyl ether catalyst in combination with acetic acid was found to be the most effective for the cascade reaction. With 10 mol% of the catalyst and the additive, the desired products were obtained in high enantio‐ and diastereoselectivities.magnified image

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