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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

A convergent synthetic approach to the nucleoside-type liposidomycin antibiotics.

[reaction: see text] A synthetic approach toward the liposidomycins, a family of complex nucleoside-type antibiotics, is reported based on the synthesis of epoxy-amides derived from the reaction of sulfur ylides with the uridyl aldehyde derivative 6. To this end, the epoxy-amide derivative of indoline 14 was stereoselectively prepared and, after treatment with DDQ, transformed into the corresponding N-indole epoxyamide 15. The indole 15 provides ready access to a variety of structures related to the diazepanone core present in the liposidomycins by reaction with a variety of amines.[1]


  1. A convergent synthetic approach to the nucleoside-type liposidomycin antibiotics. Sarabia, F., Martín-Ortiz, L., López-Herrera, F.J. Org. Lett. (2003) [Pubmed]
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