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Asymmetric synthesis of either enantiomer of opium alkaloids and morphinans. Total synthesis of (-)- and (+)-dihydrocodeinone and (-)- and (+)-morphine

โœ Scribed by Hong, Chang Y.; Kado, Noriyuki; Overman, Larry E.


Book ID
120071012
Publisher
American Chemical Society
Year
1993
Tongue
English
Weight
259 KB
Volume
115
Category
Article
ISSN
0002-7863

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๐Ÿ“œ SIMILAR VOLUMES


Pyridinomorphinans: Asymmetric synthesis
โœ Chang Y. Hong; Larry E. Overman; Alex Romero ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 252 KB

Either enantiomer of a new class of morphinans in which the aryl ring is replaced by a pyridine ring can be prepared by sequential iminium ion-allyisilane cyclization and intramolecular Heck insertion. Pyridinomorphinan 5 exhibits high affinity for the la opioid receptor.

ChemInform Abstract: The Phenanthrenone
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The Phenanthrenone Approach to Opium Alkaloids: Formal Total Synthesis of Morphine by Sigmatropic Rearrangement. -Eschenmoser-Claisen rearrangement of alcohol (II) and ring closure reaction of epoxide (VII) to give the desired E-ring are the key steps in the preparation of the morphine synthon (VII