Synthesis of (−)-Oxycodone
Abstract
Our novel synthetic route to (−)-oxycodone, a semisynthetic opioid analgesic, features a palladium-catalyzed direct intramolecular arylation of an aryl bromide, oxidative dearomatization of a dihydrophenanthrenol, formation of a benzylic quaternary carbon by an intramolecular Michael addition of a malonate moiety, and construction of the morphinan skeleton via a Hofmann rearrangement/lactamization cascade- Text
- Journal contribution
- Biochemistry
- Microbiology
- Cell Biology
- Genetics
- Molecular Biology
- Sociology
- Developmental Biology
- Space Science
- intramolecular arylation
- oxidative dearomatization
- intramolecular Michael addition
- oxycodone
- Hofmann
- Synthesi
- benzylic quaternary carbon
- semisynthetic opioid
- dihydrophenanthrenol
- construction
- formation
- aryl bromide
- malonate moiety
- cascade
- OxycodoneOur
- rearrangement
- morphinan skeleton
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Last time updated on 12/02/2018
This paper was published in The Francis Crick Institute.
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