An expeditious in situ preparation of benzyl (S)??2??aziridinecarboxylate

E Kuyl??Yeheskiely, CM Dreef??Tromp…

Index: Kuyl-Yeheskiely, E.; Dreef-Tromp, C. M.; Marel, G. A. van der; Boom, J. H. van Recueil des Travaux Chimiques des Pays-Bas, 1989 , vol. 108, # 9 p. 314 - 316

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Citation Number: 11

Abstract

Abstract The use of diethoxytriphenylphosphorane in the preparation of benzyl (S)-2- aziridinecarboxylate is illustrated. The latter compound has been coupled with Z-Ala-OH and the aziridine dipeptide thus obtained ring-opened via C-3-N-1 cleavage with benzyl alcohol and ethanethiol to afford Z-Ala-Ser (Bzl)-OBzl and Z-Ala-Cys (Et)-OBzl, respectively.