- Efficient Synthesis of (±)-Juglomycin A
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(±)-Juglomycin A has been synthesized in 8 steps from 1-hydroxy-5-methoxynaphthalene.
- Min, Jong-Pil,Kim, Ju-Cheun,Park, Oee-Sook
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p. 383 - 390
(2007/10/03)
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- The Absolute Configuration of the Juglomycins
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The absolute configurations of the known juglomycins A (1) and B (2) have been elucidated by single crystal X-ray structure analysis of 1 and its 6,8-dibromo derivative (1b).The structure of 2 has been corrected; it differs from 1 in its configuration at C-4', and not at C-3' as previously assumed.Relationships with the closely related isochromanquinone antibiotics are discussed. - Keywords: Antibiotics, Juglomycins, Absolute Configuration, NMR Data, Derivatives
- Krupa, Johann,Lackner, Helmut,Jones, Peter G.,Schmidt-Baese, Karen,Sheldrick, George M.
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p. 345 - 352
(2007/10/02)
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- New Juglomycins
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A presumed precursor of the juglomycins, (2S,3'R, 4'R)-2,3-dihydro-juglomycin A (3), has been isolated and its X-ray structure determined. 3 forms an equilibrium with a novel hemi-ketal (4).The structures of new juglomycins (C, D, E, F) and some derivatives have been elucidated and their structure/activity-relationships are discussed. - Keywords: Antibiotics, Juglomycins, Structure, X-Ray, NMR Data
- Lessmann, Holger,Krupa, Johann,Lackner, Helmut,Jones, Peter G.
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p. 353 - 363
(2007/10/02)
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- The Synthesis of (+/-)-Juglomycin A and (+/-)-Juglomycin B, Racemates of two Isomeric Naturally Occurring Naphthoquinonoid Antibiotics
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Syntheses of 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.
- Giles, Robin G. F.,Mitchell, Peter R. K.,Roos, Gregory H. P.,Struempfer, Jacobus M. M.
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p. 2091 - 2095
(2007/10/02)
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