Practical Asymmetric Synthesis of 1,2-Diamines in the 3-Aminoazepane Series

A simple and versatile method for the enantio- and diastereoselective synthesis of mono- or disubstituted 3-aminoazepanes is described. The key step involves a highly regio- and diastereoselective tandem ring-enlargement/alkylation or reduction process. This novel synthetic route provides enantiomer...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2003-04, Vol.68 (7), p.2645-2651
Main Authors: Cutri, S, Bonin, M, Micouin, L, Husson, H.-P, Chiaroni, A
Format: Article
Language:English
Subjects:
Chemical Sciences
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A simple and versatile method for the enantio- and diastereoselective synthesis of mono- or disubstituted 3-aminoazepanes is described. The key step involves a highly regio- and diastereoselective tandem ring-enlargement/alkylation or reduction process. This novel synthetic route provides enantiomerically pure constrained diamines interesting as scaffolds for medicinal chemistry.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo026711s