Bulman Page, P. C. B., Limousin, C. and Murrell, V. L. (2002) Asymmetric electrophilic Amination of various carbon nucleophiles with enantiomerically pure chiral N-H oxaziridines derived from camphor and fenchone. Journal of Organic Chemistry, 67 (22). pp. 7787-7796. ISSN 0022-3263
Full text not available from this repository. (Request a copy)Abstract
The first two stable enantiomerically pure chiral N-H oxaziridines, derived from camphor and fenchone, are shown to act as electrophilic sources of nitrogen upon reaction with various carbon nucleophiles. Nitrogen is transferred, together with the camphor/fenchone unit, when deprotonated esters, malonates, and nitriles are used as nucleophiles. One of the ester or nitrile units in the substrate usually undergoes hydrolysis; a cyclic mechanism is proposed to account for this observation.
Item Type: | Article |
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Uncontrolled Keywords: | enantioselective amination,sulfides,reagents,amino-acid-derivatives,general-approach,1-oxides,beta-hydroxyesters,alpha-hydrazino acids,nitrogen,3-dithiane,alkylhydroxylamines,2-acyl-1 |
Faculty \ School: | Faculty of Science > School of Chemistry |
UEA Research Groups: | Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Materials and Catalysis |
Depositing User: | Rachel Smith |
Date Deposited: | 21 Jun 2011 10:19 |
Last Modified: | 24 Oct 2022 03:13 |
URI: | https://ueaeprints.uea.ac.uk/id/eprint/32839 |
DOI: | 10.1021/jo020306j |
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