Stereoselective synthesis of (+/-)-epibatidine analog:(+/-)-2beta-(2-chloro-5-pyridinyl)-8-azabicyclo[3.2.1] octane

Y H Kim; D Y Won; C Y Oh; N T Woo; Y H Park; J H Jeong; W H Ham

doi:10.1007/BF02976366

Stereoselective synthesis of (+/-)-epibatidine analog:(+/-)-2beta-(2-chloro-5-pyridinyl)-8-azabicyclo[3.2.1] octane

Arch Pharm Res. 1999 Jun;22(3):300-1. doi: 10.1007/BF02976366.

Authors

Y H Kim¹, D Y Won, C Y Oh, N T Woo, Y H Park, J H Jeong, W H Ham

Affiliation

¹ College of Pharmacy, SungKyunKwan University, Suwon, Korea.

PMID: 10403134
DOI: 10.1007/BF02976366

Abstract

Stereoselective synthesis of (+/-)-epibatidine analog 2, which contains the 8-azabicyclo[3.2.1]octane ring system, was achieved by using palladium-catalyzed Heck-type coupling reaction from 3.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Analgesics, Non-Narcotic / chemistry*
Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
Nicotinic Agonists / chemistry*
Palladium / chemistry*
Pyridines / chemical synthesis*
Stereoisomerism

Substances

2-(2-chloro-5-pyridinyl)-8-azabicyclo(3.2.1)octane
Analgesics, Non-Narcotic
Bridged Bicyclo Compounds, Heterocyclic
Nicotinic Agonists
Pyridines
Palladium
epibatidine