Regioselective nucleophilic ring opening reactions of 2,2-disubstituted aziridines - The asymmetric synthesis of α,α-disubstituted amino acids

Article abstract of DOI:10.1016/0040-4020(96)00784-3

In this paper a broadly applicable synthesis of chiral α,α-disubstituted amino acids is outlined based upon regioselective ring opening of aziridine derivatives. Examples of nitrogen, sulphur and carbon nucleophiles were found to preferentially attack the C3 position of chiral 2-methyl-2-silyloxymethyl aziridines to provide a range of α,α-disubstituted amino acid derivatives in good yield.