Enantioselective production of homochiral (+)-(1R,2S,3S,4S)- and (-)-(1S,2R,3R,4R)-bicyclo(2.2.1)heptane-2,3-dicarboxylic acid, 2-methyl esters. Formal synthesis of the TXA2 antagonist S-1452

Article abstract of DOI:10.1016/S0957-4166(00)82106-0

Both enantiomers of the title half ester have been synthesized from D-mannitol as single chiral precursor. The dextro-enantiomer is the key intermediate in the synthesis of the TXA₂ antagonistic drug S-1452.