Templates for intramolecular O, N-acyl transfer via cyclic intermediates derived from mercury derivatives of l-cysteine: progress toward a mercury-based thiol capture …

DS Kemp, DR Buckler, NG Galakatos…

Index: Kemp, D. S.; Buckler, David R.; Galakatos, Nicholas George; Kerkman, Daniel Journal of Organic Chemistry, 1989 , vol. 54, # 16 p. 3853 - 3858

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Citation Number: 4

Abstract

A first study is reported of optimization of a template bridging an oxygen ester with mercury that facilitates intramolecular Ofl-acyl transfer from a phenolic oxygen to the amino group of a cysteine residue that is functionalized at sulfur as an arylmercuri complex. Respective effective molarities (EM values) of 0.28, ca. 0.6, and 0.0 are observed for the following three arylmercuri complexes: methyl S-((4-acetoxy-6-phenoxathiiny1)-mercuri)-L-cysteinate (9), ...