(S)-5-Phenylmorpholin-2-one† and a range of aliphatic aldehydes form chiral iminium intermediates which undergo diastereoselective Mannich reactions with 2-furylboronic acid. Single crystal X-ray analysis of methylated derivative 4 derived from major adduct 2g confirms the stereochemical course of the reaction.
L. M. Harwood, G. S. Currie, M. G. B. Drew and R. W. A. Luke, Chem. Commun., 1996, 1953 DOI: 10.1039/CC9960001953
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