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The syntheses of (±)-juglomycin A and (±)-juglomycin B, racemates of two isomeric naturally occurring naphthoquinonoid antibiotics
Journal article   Peer reviewed

The syntheses of (±)-juglomycin A and (±)-juglomycin B, racemates of two isomeric naturally occurring naphthoquinonoid antibiotics

R.G.F. Giles, P.R.K. Mitchell, G.H.P. Roos and J.M.M. Strümpfer
Journal of the Chemical Society, Perkin Transactions 1, (0), pp.2091-2095
1981
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Abstract

Syntheses of the diastereoisomeric 5-hydroxy-2-(4′-hydroxy-γ-butyrolacton-5′-yl)-1,4-naphthoquinones (1) and (2) and their 5-deoxy-analogues (3) and (4) are described. The stereochemistries of the latter, being defined through unambiguous synthesis, permit the assignment of the configurations of (1) and (2)(which were obtained from a single precursor) and also those of the natural products, juglomycins A and B.

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