Beilstein Journal of Organic Chemistry p. 1299 - 1303 (2011)
Update date:2022-08-04
Topics:
Zahoor, Ameer F.
Thies, Sarah
Kazmaier, Uli
Complex amino acids with an ?-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 diamino acid derivatives.
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