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  • Title: First synthesis of caerulomycin B. A new synthesis of caerulomycin C.
    Author: Mongin F, Trécourt F, Gervais B, Mongin O, Quéguiner G.
    Journal: J Org Chem; 2002 May 17; 67(10):3272-6. PubMed ID: 12003535.
    Abstract:
    Caerulomycins produced by Streptomyces caeruleus are bipyridinic molecules endowed with antibiotic properties. The first synthesis of caerulomycin B (1) as well as a new synthesis of caerulomycin C (2) are reported. Starting from 3-hydroxypyridine, the same methodology was used to prepare both compounds 1 and 2. Efficiently controlled reactions such as metalation to allow the synthesis of 2,6-diiodo-3,4-dialkoxypyridines, which are key intermediates, and further halogen-lithium exchange and cross-coupling to reach the targets molecules 1 and 2 have been developed.
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