A one-pot reductive amination/6-endo-trig cyclisation for the stereoselective synthesis of 6-substituted-4-oxopipecolic acids

Fowler, L.S., Thomas, L.H., Ellis, D. and Sutherland, A. (2011) A one-pot reductive amination/6-endo-trig cyclisation for the stereoselective synthesis of 6-substituted-4-oxopipecolic acids. Chemical Communications, 47(23), pp. 6569-6571. (doi: 10.1039/c1cc11916h)

Full text not currently available from Enlighten.

Publisher's URL: http://dx.doi.org/10.1039/C1CC11916H

Abstract

The first stereoselective synthesis of 2,6-<i>trans</i>-6-substituted-4-oxo-L-pipecolic acids using a tandem reductive amination/6-<i>endo-trig</i> cyclisation process is described. The sequential reduction and cyclisation mediated by sodium cyanoborohydride allowed the preparation of a series of highly functionalised 6-alkyl and 6-aryl analogues.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Thomas, Dr Lynne and Sutherland, Professor Andrew
Authors: Fowler, L.S., Thomas, L.H., Ellis, D., and Sutherland, A.
Subjects:Q Science > QD Chemistry
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Chemical Communications
Journal Abbr.:Chem. Comm.
ISSN:1359-7345
ISSN (Online):1364-548X
Related URLs:

University Staff: Request a correction | Enlighten Editors: Update this record