Pyridinomorphinans: Asymmetric synthesis of either enantiomer and opioid receptor binding selectivity

✍ Scribed by Chang Y. Hong; Larry E. Overman; Alex Romero

• Book ID: 104258319
• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 252 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)10274-x

✦ Synopsis

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.