Double diastereocontrol in the synthesis of enantiomerically pure polyoxamic acid

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Laurence M. Harwood and Sarah M. Robertson


Abstract

Polyoxamic acid 4 is prepared by a short and efficient process involving diastereochemically matched cycloaddition of 5-(S)-phenylmorpholin-2-one 1 with (S)-glyceraldehyde acetonide 2, followed by sequential hydrolysis and hydrogenolysis of the adduct.


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