Terpene amines. IV. Synthesis and study of the structure of amines from d-fenchone
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The reductive amination of d-fenchone by aliphatic nitriles has been studied. A probable reaction pathway is suggested, and the stereochemical composition of the products has been determined. It has been established with the aid of13C NMR that the reaction forms a mixture of isomeric optically active N-alkyl-1,3,3-trimethylbicyclo[2.2.1]hept-2-ylamines with a 3:1 ratio of endo and exo isomers. The absolute configurations of the amines synthesized have been determined.
KeywordsCamphor Secondary Amine Absolute Configuration Indole Alkaloid Reductive Amination
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