Synthesis of medium-sized cyclic amines by selective ring cleavage of sulfonylated bicyclic amines

Authors
Iradier, F Arrayas, RG Carretero, JC
Citation
F. Iradier et al., Synthesis of medium-sized cyclic amines by selective ring cleavage of sulfonylated bicyclic amines, ORG LETT, 3(19), 2001, pp. 2957-2960
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
19
Year of publication
2001
Pages
2957 - 2960
Database
ISI
SICI code
1523-7060(20010920)3:19<2957:SOMCAB>2.0.ZU;2-3
Abstract
[GRAPHICS] An efficient method of synthesis of functionalized medium-sized cyclic amin es (eight- to ten-membered rings) by selective ring opening of sulfonylated bicyclic pyrrolizidine, indolizidine, and quinolizidine compounds is descr ibed. The key step is the selective cleavage of the central C-N bond of the bicyclic amine by means of a Julia-like desulfonylation process.