Organoboranes for synthesis. 16. A convenient synthesis of enantiomerically pure isopinocampheylamine, a chiral derivatizing agent for gas chromatographic analysis of optically active carboxylic acids
Both isomers of enantiomerically pure isopinocampheylamine (1) have been synthesized from the corresponding B-chlorodiisopinocampheylborane by treatment with either methylmagnesium bromide or trimethylaluminum to form B-methyldiisopinocampheylborane, followed by treatment of the intermediate with hydroxylamine-O-sulfonic acid. Application of 1 as a derivatizing agent for the gas chromatographic analysis of optically active carboxylic acids has been demonstrated.
Ramachandran, P. Veeraraghavan,Rangaishenvi, Milind V.,Singaram, Bakthan,Goralski, Christian T.,Brown, Herbert C.