RHODIUM(II)-CATALYZED DECOMPOSITION OF VINYLDIAZOMETHANES IN THE PRESENCE OF 1,2-DIHYDROPYRIDINES - SYNTHESIS OF THE 6-AZABICYCLO[3.2.2]NONANE NUCLEUS

Authors
DAVIES HML HODGES LM THORNLEY CT
Citation
Hml. Davies et al., RHODIUM(II)-CATALYZED DECOMPOSITION OF VINYLDIAZOMETHANES IN THE PRESENCE OF 1,2-DIHYDROPYRIDINES - SYNTHESIS OF THE 6-AZABICYCLO[3.2.2]NONANE NUCLEUS, Tetrahedron letters, 39(18), 1998, pp. 2707-2710
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
18
Year of publication
1998
Pages
2707 - 2710
Database
ISI
SICI code
0040-4039(1998)39:18<2707:RDOVIT>2.0.ZU;2-O
Abstract
A series of functionalized 6-azabicyclo[3.2.2]nonadienes was synthesiz ed via rhodium(II)-catalyzed decomposition of vinyldiazomethanes in th e presence of substituted dihydropyridines. The regioselectivity of th e reaction was shown to be highly dependent on the steric bulk of the catalyst as well as the structure of the viny(diazomethane. Each regio isomer was elaborated into higher homologs of ferruginine (1, 2). (C) 1998 Elsevier Science Ltd. All rights reserved.