Efficient Methodology for the Preparation of β-Aminotetralin Derivatives via Electrophilic Amination

Article abstract of DOI:10.1016/S0040-4039(00)79428-7

A mild and efficient method for the construction of β-aryl amines from the corresponding α-aryl ketones is presented.The key step of the synthesis involve an electrophilic amination by dibenzyl azodicarboxylate followed by a stereoselective LiHBEt3 reduction.The reaction sequence is applied to the synthesis of the tricyclic ergoline analogue 4. Key words: electrophilic amination; stereoselective reduction; α-amino ketones.