Synthesis of enantiomerically pure tertiary 1,2-aminoalcohols by the highly diastereoselective reductive ring opening of oxazolidines

Bulman Page, Philip C., Buckley, Benjamin R., Elsegood, Mark R. J., Hayman, Colin M., Heaney, Harry, Rassias, Gerasimos A., Talib, Salem A. and Liddle, John (2007) Synthesis of enantiomerically pure tertiary 1,2-aminoalcohols by the highly diastereoselective reductive ring opening of oxazolidines. Tetrahedron, 63 (45). pp. 10991-10999. ISSN 0040-4020

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Abstract

A number of enantiomerically pure 1,2-aminoalcohols containing tertiary nitrogen atoms bearing chiral substituents have been prepared by highly diastereoselective reductive ring cleavage of oxazolidines derived from ketones and pseudoephedrine or ephedrine. The ring cleavage occurs with retention of configuration. (c) 2007 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: enantiomerically pure,aminoalcohol,ketones,reductive cleavage,cleavage,amination,oxazolidine,conjugate addition,hydride,stereoselective,pseudoephedrine,derivatives,oxazolines,reduction,ephedrine
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Rachel Smith
Date Deposited: 20 Jun 2011 11:32
Last Modified: 21 Apr 2020 19:19
URI: https://ueaeprints.uea.ac.uk/id/eprint/32885
DOI: 10.1016/j.tet.2007.08.053

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