Asymmetric Induction via Metalation of Succinic Esters and Amide Using S(+) Menthol and R(+) 1-Phenylethylamine as Chiral Auxiliaries

The synthesis of chiral esters and amides with the involvement of asymmetric induction by using pure chiral auxiliaries such as (1S, 2R, 5R) menthol and L-(+)-1-phenylethylamine is described. The chiral mono, di menthol esters and mono amides of succinic acid were synthesized in good yields. These esters and amides were then subjected to metalation and quenched with different alkyl halides to get α substitution to generate a new chiral center.