A straightforward approach towards combined α-amino and α-hydroxy acids based on Passerini reactions

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A straightforward approach towards combined α-amino and α-hydroxy acids based on Passerini reactions

Complex amino acids with an α-acyloxycarbonyl functionality in the side chain are easily available through epoxide opening by chelated enolates and subsequent oxidation/Passerini reaction. This protocol works with both, aldehyde and ketone intermediates, as long as the ketones are activated by electron-withdrawing groups. In principle Ugi reactions are also possible, allowing the generation of ...

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ژورنال

عنوان ژورنال: Beilstein Journal of Organic Chemistry

سال: 2011

ISSN: 1860-5397

DOI: 10.3762/bjoc.7.151