Australian Journal of Chemistry

Synthetic studies related to mycobactins. III. Approaches to the synthesis of the cobactin ring system

DSC Black, RFC Brown, AM Wade

Index: Black,D.S.C. et al. Australian Journal of Chemistry, 1972 , vol. 25, p. 2429 - 2444

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Citation Number: 9

Abstract

Abstract The synthesis of several seven-membered cyclic hydroxamic acids has been carried out in low yield. Reduction of diethyl 2-hydroxyiminoheptane-l, 7-dioate afforded ethyl 1-hydroxy-7-oxohexahydroazepine-2-carboxylate, together with related acyclic products. The cobactin precursor 3-bromo-1-hydroxyhexahydro-azepin-2-one was obtained by the ring expansion of 2-bromocyclohexanone with benzenesulphonohydroxamic acid ...