Solid-phase synthesis of functionalized tropane derivatives via 1,3-dipolar cycloaddition

Authors
Caix-Haumesser, S Hanna, I Lallemand, JY Peyronel, JF
Citation
S. Caix-haumesser et al., Solid-phase synthesis of functionalized tropane derivatives via 1,3-dipolar cycloaddition, TETRAHEDR L, 42(22), 2001, pp. 3721-3723
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
22
Year of publication
2001
Pages
3721 - 3723
Database
ISI
SICI code
0040-4039(20010528)42:22<3721:SSOFTD>2.0.ZU;2-M
Abstract
1,3-Dipolar cycloaddition of 3-oxidopyridinium betaine to activated olefins on solid-phase leads to resin-bound 8-azabicyclo[3.2.1]octenones which und ergo further transformations such as 1,4-addition of nucleophiles. Cleavage of benzyl linker is achieved using acid chlorides in the presence of potas sium iodide to give substituted tropane derivatives. (C) 2001 Elsevier Scie nce Ltd. All rights reserved.