SYNTHETIC STRATEGIES FOR THE CONSTRUCTION OF ENANTIOMERIC AZANORADAMANTANES

Authors
BECKER DP NOSAL R ZABROWSKI DL FLYNN DL
Citation
Dp. Becker et al., SYNTHETIC STRATEGIES FOR THE CONSTRUCTION OF ENANTIOMERIC AZANORADAMANTANES, Tetrahedron, 53(1), 1997, pp. 1-20
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
1
Year of publication
1997
Pages
1 - 20
Database
ISI
SICI code
0040-4020(1997)53:1<1:SSFTCO>2.0.ZU;2-0
Abstract
The amino azanoradamantane hexahydro-2,5b-methano-1H-3aS, 3aa,6aa-cycl openta-[c]pyrrole-4a-amine 1 and the corresponding enantiomer ent-1 ha ve been prepared along with benzamide derivatives SC-52491 and SC-5249 0, respectively, which are of pharmaceutical interest. The key meso-az abicyclo[3.3.0] intermediate 3 was prepared via three separate routes: a [3+2] cycloaddition route, a radical cyclization/ionic cyclization route, and a reductive Pauson-Khand route. Copyright (C) 1996 Elsevier Science Ltd