Abstract
The total synthesis of palmarumycin CP1 (4) and CP2 (5) and racemic CJ-12.371 methyl ether (17) is described using the Diels-Alder reaction of benzoquinone 1,8-dihydroxynaphthalene acetal (10) with l-methoxy-1,3-butadiene under neat reaction conditions. The stereochemistry of adduct: 15 was confirmed, by single-crystal X-ray analysis. The transformation of 15 into target products 4, 5, and 17 involved dehydrogenation, methyl ether cleavage, and reduction and oxidation steps. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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Krohn, K., Wang, S., Ahmed, I., Altun, S., Asian, A., Flörke, U., … Schlummer, S. (2010). Flexible route to palmarumycin CP1and CP2and CJ-12.371 methyl ether. European Journal of Organic Chemistry, (23), 4476–4481. https://doi.org/10.1002/ejoc.201000562
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