Asymmetric synthesis of α-Amino acid derivatives via an electrophilic amination of chiral amide cuprates with Li t-Butyl-N-tosyloxycarbamate

Article abstract of DOI:10.1016/S0040-4039(97)00477-2

The utility of lithium t-butyl-N-tosyloxycarbamate (LiBTOC) as a (+)NHBOC synthon in highly diastereoselective reactions with chiral cis-aminoindanol derived amide cuprates is described. The diastereoselectivities of these reactions ranged from 96% to greater than 99%. The subsequent transformation of these adducts to α-amino acids is also described.