Practical syntheses of chiral α-amino acids and chiral half-esters by kinetic resolution of urethane-protected α-amino acid N-carboxyanhydrides and desymmetrization …

Y Ishii, R Fujimoto, M Mikami, S Murakami…

Index: Ishii, Yutaka; Fujimoto, Ryosuke; Mikami, Masafumi; Murakami, Satoshi; Miki, Yasushi; Furukawa, Yoshiro Organic Process Research and Development, 2007 , vol. 11, # 3 p. 609 - 615

Full Text: HTML

Citation Number: 28

Abstract

The large-scale applications of the kinetic resolution of urethane-protected α-amino acid N- carboxyanhydrides (UNCAs) and the desymmetrization of cyclic meso-anhydrides using modified cinchona alkaloids are described. These asymmetric reactions are effective organocatalytic methods for the synthesis of chiral α-amino acids 6 and chiral half-esters 2 on an industrial scale, because the organocatalyst recovery and product purification can ...