Diastereoselective synthesis of (1S,2S,3R,4R) and (1R,2S,3R,4S)-bicyclo[2.2.1]hept-2-amino-2,3-dicarboxylic acids: New conformationally-constrained (S)-aspartic acid analogues

Article abstract of DOI:10.1016/0957-4166(96)00172-3

The title compounds were prepared from key intermediates readily obtained by the stereoselective Diels-Alder reaction of (Z)-2-phenyl-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethylene]-5(4H)-oxa zolone, a chiral az-lactone derived from (R)-glyceraldehyde and