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Asymmetric synthesis of arylalanines via asymmetric aza-darzens (ADZ) reaction

Maguire, N.E., McLaren, A.B. and Sweeney, J.B. (2003) Asymmetric synthesis of arylalanines via asymmetric aza-darzens (ADZ) reaction. Synlett, 12. pp. 1898-1900. ISSN 0936-5214

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To link to this article DOI: 10.1055/s-2003-41470

Abstract/Summary

(R)-3-Arylalanines may be prepared in high enantiomeric purity from N-dpp imines by a four-step reaction sequence involving asymmetric aza-Darzens reaction, dephosphinylation, hydrogenolysis and hydrolysis. The amino acids thus obtained were of >95% enantiomeric purity.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11449
Uncontrolled Keywords:aziridine, dpp, hydrogenolysis, (R)-amino acid , AMINO-ACID-DERIVATIVES, DYNAMIC KINETIC RESOLUTION, ENANTIOSELECTIVE SYNTHESIS, AZIRIDINE SYNTHESIS, ESTERS, CATALYST, REDUCTION, ALDEHYDES, ENOLATE, KETONES

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