ORGANOBORANES FOR SYNTHESIS .16. A CONVENIENT SYNTHESIS OF ENANTIOMERICALLY PURE ISOPINOCAMPHEYLAMINE, A CHIRAL DERIVATIZING AGENT FOR GAS-CHROMATOGRAPHIC ANALYSIS OF OPTICALLY-ACTIVE CARBOXYLIC-ACIDS
Pv. Ramachandran et al., ORGANOBORANES FOR SYNTHESIS .16. A CONVENIENT SYNTHESIS OF ENANTIOMERICALLY PURE ISOPINOCAMPHEYLAMINE, A CHIRAL DERIVATIZING AGENT FOR GAS-CHROMATOGRAPHIC ANALYSIS OF OPTICALLY-ACTIVE CARBOXYLIC-ACIDS, Journal of organic chemistry, 61(1), 1996, pp. 341-345
Both isomers of enantiomerically pure isopinocampheylamine (1) have be
en 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.