31202-85-4Relevant academic research and scientific papers
Chirally templated boronic acid Mannich reaction in the synthesis of optically active α-amino acids
Currie, Gordon S.,Drew, Michael G.B.,Harwood, Laurence M.,Hughes, David J.,Luke, Richard W.A.,Vickers, Richard J.
, p. 2982 - 2990 (2007/10/03)
Adducts from diastereoselective Mannich-type reactions of aldehydes, 2-furylboronic acid and the chiral amine template (S)-5-phenylmorpholin-2-one, were used in the synthesis of a series of enantiomerically pure D-α-amino acids. The direction of diastereocontrol was proved by X-ray crystallography analysis of the reaction products. Results indicated that sequential degradation of diastereomically pure N-furfurylmorpholinones obtained by boronic Mannich condensation, could be carried out to produce amino acids of high optical purity.
