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

Giles, R.G.F., Mitchell, P.R.K., Roos, G.H.P. and Strümpfer, J.M.M. (1981) The syntheses of (±)-juglomycin A and (±)-juglomycin B, racemates of two isomeric naturally occurring naphthoquinonoid antibiotics. Journal of the Chemical Society, Perkin Transactions 1 . pp. 2091-2095.

Link to Published Version: http://dx.doi.org/10.1039/P19810002091
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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.

Publication Type: Journal Article
Publisher: Royal Society of Chemistry
Copyright: © 1981 Royal Society of Chemistry
URI: http://researchrepository.murdoch.edu.au/id/eprint/35643
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