Anomeric spirohydantoins of mannofuranose: Approaches to novel anomeric amino acids by an oxidative ring contraction

Burton JW, Son JC, Fairbanks AJ, Choi SMS, Taylor H, Watkin DJ, Winchester BG, Fleet GWJ

Bromine-induced oxidative ring contraction of an α-amino-δ-lactone gave a mixture of α-aminotetrahydrofurancarboxylic esters which may allow the preparation of stable amino acid derivatives at the anomeric position of mannofuranose. The synthesis of N-phenylhydantoins at the anomeric position of mannofuranose is reported. © 1993.