Abstract
Conformational analysis of a pair of isomeric alicyclic α-amino acids was made by comparison of relative rates for alkaline hydrolysis of their ethyl esters. It was found that in a sharp contrast with the case of 2-norbornanone, employment of the Strecker and the Bucherer reactions in 2-bornanone resulted in the predominant formation of the corresponding amino acid possessing exo-amino and endo-carboxyl groups. On the basis of this finding, the stereochemical courses of the Strecker and the Bucherer reactions in the synthesis of alicyclic α-amino acid are also discussed.