Asymmetric synthesis of either enantiomer of opium alkaloids and morphinans. Total synthesis of (-)- and (+)-dihydrocodeinone and (-)- and (+)-morphine
โ 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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๐ SIMILAR VOLUMES
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.
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