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An efficient organocatalytic cascade vinylogous Michael‐cyclization to construct the challenging full substituted cyclohexa‐1,3‐dienes has been developed. Catalyzed by the cinchona alkaloids‐derived thiourea VIII at −60 °C, the products were obtained as a single diastereomer with two contiguous stereocenters and more than four different useful functional groups in moderate to good yields and good to excellent enantioselectivities. [ABSTRACT FROM AUTHOR]