NEW SYNTHESIS OF TERT-BUTOXYCARBONYL)-7-AZABICYCLO[2.2.1]HEPT-2-ENE -A KEY INTERMEDIATE IN THE SYNTHESIS OF EPIBATIDINE AND ANALOGS

Citation
Le. Brieaddy et al., NEW SYNTHESIS OF TERT-BUTOXYCARBONYL)-7-AZABICYCLO[2.2.1]HEPT-2-ENE -A KEY INTERMEDIATE IN THE SYNTHESIS OF EPIBATIDINE AND ANALOGS, Tetrahedron letters, 39(30), 1998, pp. 5321-5322
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
30
Year of publication
1998
Pages
5321 - 5322
Database
ISI
SICI code
0040-4039(1998)39:30<5321:NSOT->2.0.ZU;2-D
Abstract
A new, high yield, convenient synthesis of tert-butoxycarbonyl)-7-azab icyclo[2.2.1]hept-2-ene which involved the addition of tributyltin hyd ride to nyl)-2-p-toluenesulfonyl-7-azabicyclo[2.2.1]-2-ene followed by elimination of the tributyltin and p-tolylsulfonyl groups using tetra butylammonium fluoride was developed. (C) 1998 Elsevier Science Ltd. A ll rights reserved.