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oai:ojs.www.eurjchem.com:article/503 2012-03-31T06:42:44Z eurjchem:ART driver

Studies towards the synthesis of (±)-reserpine: Photocyclization mediated a novel and efficient synthesis of 11,18-dimethoxy-(20α)-18,19-didehydro-yohimban-17-one Yar, Muhammad Arshad, Muhammad Akhtar, Muhammad Nadeem Shahzad, Sohail Anjum Khan, Islam Ullah Khan, Zulfiqar Ali Ullah, Nisar Ninomiya, Ichiya Lactam Reserpine Harmaline Total synthesis Enamide photocyclization Hypertension and mental disorders A short, highly efficient synthesis of advanced intermediates to reserpine 1 has been developed starting from enamide 8. The enamide underwent photocyclization reaction using high pressure mercury lamp to afford the lactam 9 in excellent yield. Then lactam was reduced to the required amine 10, which upon acidic hydrolysis gave the nonconjugate ketone product 11, followed by reaction with sodium hydroxide resulted the desired conjugate ketone 12. Epoxidation, and then ring opening of the epoxide 13 with methanol yielded the desired product 14, which is key intermediate to the total synthesis of (±)-reserpine. Atlanta Publishing House LLC 2012-03-31 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf https://www.eurjchem.com/index.php/eurjchem/article/view/503 10.5155/eurjchem.3.1.26-31.503 European Journal of Chemistry; Vol. 3 No. 1 (2012): March 2012; 26-31 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/503/PDF