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. 2017 Aug 4;82(15):8213-8219.
doi: 10.1021/acs.joc.7b00923. Epub 2017 Jul 24.

Synthesis of (±)-Aphanorphine Using Rh-Catalyzed Cyclohydrocarbonylation

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Synthesis of (±)-Aphanorphine Using Rh-Catalyzed Cyclohydrocarbonylation

Wen-Hua Chiou et al. J Org Chem. .

Abstract

A facile formal synthesis to aphanorphine and its analogue is described, featuring Rh-catalyzed cyclohydrocarbonylation of 2-aminodihydronaphthalene to the bridged benzazepine core. Subsequent introduction of the methyl group and functional group transformation complete the synthesis of aphanorphine and its analogue over eight steps.

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