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Stereoselective synthesis of methyl (Z)-(4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzazepin-5-ylidene)acetate (1a) is described. Z-selectivity of the Horner-Wadsworth-Emmons (HWE) reaction was obtained based on an investigation of the reaction conditions for introduction of a methylidene group onto the 5-position of benzazepine.

chemical and pharmaceutical bulletin/chemical and pharmaceutical bulletin

Stereoselective Synthesis of Methyl (Z)-(4,4-Difluoro-2,3,4,5-tetrahydro-1H-1-benzazepin-5-ylidene)acetate Using a Dianion Horner-Wadsworth-Emmons Reagent