ChemInform Abstract: Efficient Asymmetric Synthesis of Amino Acids Through Hydrogenation of the Didehydroamino Acid Residue in Cyclic Imino-Ester Derivatives.

Abstract

Abstract The trisubstituted olefinic bond of chiral cyclic α,β-didehydroamino acid derivatives was hydrogenated in the presence of Pd/C with >95% diastereoface discrimination to give, after hydrolysis, the corresponding S-amino acids. The reduction of the double bond with L-selectride® does not change the orientation of diastereoface discrimination and the diastereoselectivity is still high.