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100 1 _ |a Mechsner, Bastian
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245 _ _ |a Enantioselective total synthesis of altersolanol A and N
260 _ _ |a Amsterdam [u.a.]
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520 _ _ |a The development of the first enantioselective total synthesis of altersolanol N is reported. The decisive step of the synthesis is the enantioselective formation of the tetrahydroanthraquinone nucleus by a [4 + 2]-cycloaddition in high yield and with excellent diastereo- and enantioselectivity (>95:5 dr and 95:5 er). In addition, a demanding selective monoacetylation of the OH group at the C-2 position was achieved: an epoxide ring opening with the participation of a neighbouring acetyl group could be established. The route proved to be an efficient alternative to also access enantiomerically pure altersolanol A.
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700 1 _ |a Böse, Dietrich
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700 1 _ |a Hogenkamp, Fabian
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700 1 _ |a Ledermann, Nadia
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700 1 _ |a Hartmann, Rudolf
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700 1 _ |a Bochinsky, Kevin
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700 1 _ |a Frey, Wolfgang
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700 1 _ |a Pietruszka, Jörg
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773 _ _ |a 10.1016/j.bmc.2019.04.033
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