Some Features of Nucleophilic Substitution Reactions of N-2-Haloethyl Derivatives of 5,5-Substituted Hydantoins

Development of a synthetic equivalent of α,α-dicationic acetic acid leading to unnatural amino acid derivatives via tetrafunctionalized methanes

“…15 A combination of methods b and c , referred as the Bucherer–Bergs reaction, also furnishes 5,5-disubstituted hydantoins. 16 In contrast, our synthetic method (method d ) achieved the synthesis of amino acid derivatives by decarboxylation 17 of α,α-disubstituted malonate, in which the α-substituent is easily modified by altering the nucleophile. Because α,α-disubstituted malonate has multiple coordination sites, control of stereochemistry is expected to be easier than methods a–c .…”