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- W2039707961 abstract "Die Synthese von 2, der vermuteten Struktur von Ankorin, zeigt, daß alle vier möglichen Stereoisomeren 2a -d vom Naturprodukt abweichen. Durch Synthese wird für Ankorin die revidierte Konstitution 1a bewiesen. Dazu wurde das 3,4-Dihydroisochinolinderivat 3b, in dem in 5-Stellung eine Benzyloxygruppe enthalten ist, mit 3-Äthyl-3-buten-2-on zu 6a umgesetzt, dessen Ketogruppe durch Wittig-Horner-Reaktion und anschließende Reduktionsschritte abgewandelt wurde. Structure and Synthesis of (±)-Ankorine The attempted synthesis of ankorine with the assumed structure 2 revealed that all four possible stereoisomers 2a-d differ from the natural product. For ankorine the revised structure 1a is proved by synthesis starting from the 3,4-dihydroisoquinoline 3b, which contains a benzyloxy group at C-5. 3b reacts with 3-ethyl-3-buten-2-one to give 6a, the keto group of which is submitted to a Wittig-Horner-reaction and subsequent reduction steps." @default.
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- W2039707961 date "1976-07-01" @default.
- W2039707961 modified "2023-10-17" @default.
- W2039707961 title "Konstitution und Synthese des (±)-Ankorins" @default.
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- W2039707961 doi "https://doi.org/10.1002/cber.19761090708" @default.
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