Synthesis of an optically active carbocyclic derivative of (+)-hydantocidin

Article abstract of DOI:10.1016/0957-4166(95)00140-K

Synthesis of an optically active carbocyclic analogue of (+)-hydantocidin is reported. The spirohydantoin ring formation of cyclopentanone 9, derived from D-gulono-1,4-lactone 3 in 6 steps, was accomplished through α-aminonitrile 10, followed by treatment with chlorosulfonyl isocyanate, to give spirohydantoin 13, which was deprotected with 10% Pd/C, to afford an optically active carbocyclic analogue (+)-2.