A Straightforward Synthesis of (-)-(1S,2R)-Allonorcoronamic Acid Using D-Mannitol as the Chiral Source

Article abstract of DOI:10.1016/0957-4166(95)00269-U

(-)-(1S,2R)-Allonorcoronamic acid was synthesized in its enantiomerically pure form from methyl (1S,2R)-1-benzamido-2-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>cyclopropanecarboxylate, which is easily obtained by methylene insertion on the chiral azlactone derived from 1,2-O-isopropylidene-D-glyceraldehyde.