Stereoselectivity of formation of monoterpene – Amino acids hybrid molecules in the reaction of monoterpene nitroso chlorides with α-amino acid derivatives

Reaction of nitrosochlorides of natural monoterpene hydrocarbons (+)-3-carene and (−)-α-pinene with L-amino acids and their methyl esters results in stereoselective formation of terpene–amino acids hybrids, which belong to the series of α-substituted amino oximes. The reaction with an excess of racemic DL-amino acids and their derivatives induces partial resolution of the amino acid components and formation of the diastereomeric mixtures of the terpene–amino acids hybrids, with diastereomeric excess varying from 0 to 100%.