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Catalytic Asymmetric Synthesis of Either Enantiomer of the Calabar Alkaloids Physostigmine and Physovenine

โœ Scribed by Matsuura, Takaharu; Overman, Larry E.; Poon, Daniel J.


Book ID
119978856
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
174 KB
Volume
120
Category
Article
ISSN
0002-7863

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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.