Application of Rh-catalyzed Cyclohydrocarbonylation for syntheses of Aphanorphine and Yohimbone

• Main Authors: Po-Chou Chen, 陳柏舟
• Other Authors: 邱文華
• Format: Others
• Language: zh-TW
• Published: 2014
• Online Access: http://ndltd.ncl.edu.tw/handle/66835402456347363411

碩士 === 國立中興大學 === 化學系所 === 102 === A synthesis of o-methylaphanorphine, the precursor of an analgesic aphanorphine, has been achieved in nine steps from 1-tetralone-3-carboxylic acid, which is readily available from anisaldehyde. The synthesis demonstrates a cyclohydrocarbonylation reaction of dihydronaphthalenes for the construction of a benzazepine skeleton, which is often found in analgesics.In addition, we have developed a highly efficient preparation of 3-hydroxycyclohexanone derivatives, which are crucial intermediates for the synthesis of yohimbone.