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A convenient method for the synthesis of 3,4-disubstituted-2,3,4,5-tetrahydro-2-benz-azepines in high diastereoselective excess has been elaborated. The key steps are the highly stereoselective metallation/alkylation and nucleophilic 1,2-addition reaction on SAMP-hydrazones. Cyclomethylenation followed by N-N bond cleavage completes the synthesis of the titled compounds.

Asymmetric synthesis of trans-3,4-disubstituted tetrahydro-2-benzazepines