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Front Cover: An Integrated Continuous‐Flow Synthesis of a Key Oxazolidine Intermediate to Noroxymorphone from Naturally Occurring Opioids (Eur. J. Org. Chem. 44/2017)
Author(s) -
Mata Alejandro,
Cantillo David,
Kappe C. Oliver
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701544
Subject(s) - chemistry , continuous flow , stereochemistry , derivative (finance) , enantiopure drug , oxazolidine , front cover , combinatorial chemistry , cover (algebra) , enantioselective synthesis , organic chemistry , catalysis , mechanical engineering , engineering , physics , mechanics , financial economics , economics
The Front Cover shows the synthetic sequence towards noroxymorphone, a key intermediate in the preparation of important opioid antagonists such as naltrexone or naloxone. The process starts from oripavine, a naturally occurring compound in the poppy plant extract, and consists of a sequential oxidation with hydrogen peroxide to give the 14‐hydroxymorphinone derivative followed by hydrogenation and palladium‐catalyzed aerobic N ‐demethylation. All synthetic steps have been integrated under continuous flow conditions. More information can be found in the Full Paper by A. Mata, D. Cantillo, and C. O. Kappe. See also the Full Paper by B. Gutmann, C. O. Kappe et al.