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

作者：Dumoulin David; Lebrun Stephane; Couture Axel^*; Deniau Eric; Grandclaudon Pierre

来源：ARKIVOC, 2010, 195-204.

• Hydrazones
• diastereoselective nucleophilic addition
• diastereoselective alkylation
• cyclization

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.

• 出版日期2010