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| Hauptseite > Publikationsdatenbank > Enantioselective total synthesis of altersolanol A and N |
| Hauptseite > Publikationsdatenbank > Enantioselective total synthesis of altersolanol A and N |
| Journal Article | FZJ-2019-04246 |
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2019
Elsevier
Amsterdam [u.a.]
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Please use a persistent id in citations: doi:10.1016/j.bmc.2019.04.033
Abstract: 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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