1262885-58-4Relevant academic research and scientific papers
A straightforward approach towards combined ?-amino and ?-hydroxy acids based on Passerini reactions
Zahoor, Ameer F.,Thies, Sarah,Kazmaier, Uli
, p. 1299 - 1303 (2011/10/19)
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.
A straightforward approach towards functionalized γ-hydroxy and heterocyclic amino acids
Zahoor, Ameer F.,Kazmaier, Uli
experimental part, p. 3020 - 3026 (2011/10/19)
Regioselective ring opening of epoxides by chelated enolates in combination with Dess-Martin oxidation provides a straightforward approach towards -oxo amino acids, which are ideal substrates for carbonyl additions and the synthesis of heterocycles. Georg Thieme Verlag Stuttgart - New York.
