Abstract

AbstractAn asymmetric organocatalytic quadruple cascade reaction was developed for the stable and sterically hindered 2‐hydroxychalcones and substituted cinnamaldehydes. This process proceeded through an oxa‐Michael–Michael–Michael–aldol condensation to afford highly functionalized tetrahydro‐6H‐benzo[c]chromene derivatives with high diastereoselectivity and enantioselectivity (>99 % ee). The structure of adduct 4g with five stereocenters was unambiguously confirmed by single‐crystal X‐ray diffraction, and valuable mass spectrometry data provided direct support for the proposed reaction mechanism.

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