EXO-6-HYDROXYTROPANES AND ENDO-6-HYDROXYTROPANES AND 6,7-EPOXYTROPANES - TOTAL SYNTHESIS OF SCOPINE, PSEUDOSCOPINE, AND NOR-DERIVATIVES

Authors
JUSTICE DE MALPASS JR
Citation
De. Justice et Jr. Malpass, EXO-6-HYDROXYTROPANES AND ENDO-6-HYDROXYTROPANES AND 6,7-EPOXYTROPANES - TOTAL SYNTHESIS OF SCOPINE, PSEUDOSCOPINE, AND NOR-DERIVATIVES, Tetrahedron letters, 36(26), 1995, pp. 4689-4692
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
26
Year of publication
1995
Pages
4689 - 4692
Database
ISI
SICI code
0040-4039(1995)36:26<4689:EAEA6>2.0.ZU;2-K
Abstract
Novel endo- 6,7-epoxy-8-azabicyclo[3.2.1]octane derivatives and the co rresponding exoanalogues have been synthesised and show substantially different reactivity; the resistance of the exo-epoxides to ring openi ng during hydride reduction and catalytic hydrogenolysis is exploited in a total synthesis of scopine, pseudoscopine, and nor- derivatives.