Abstract
Stereoisomers of 7-carboxy- and/or 7-methoxycarbonylbicyclo[2.2.1]heptan-2-ol, heptan-2-one, hept-5-en-2-ol, and hept-5-en-2-one were prepared as the racemic and enantiomerically pure forms. Gas chromatographic enantiomer separation of these compounds was investigated for their diastereomeric derivatives prepared with eight chiral reagents. Among them, (R)-(-)-1-(1-naphthyl)ethyl isocyanate and (R)-(+)-α-methylbenzylamine were the most effective reagents for the hydroxy esters and keto acids, respectively, from the point of complete resolution of the enantiomers on OV-1 capillary columns. The peak components were assigned including the absolute configuration.
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