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- W936584873 abstract "Es werden Reaktionsfolgen zur Darstellung von GA3-Phytohormonanaloga mit schrittweise desoxygenierter Position 7 beschrieben. Von vier untersuchten Methoden zur Gewinnung von GA3-7-alkoholen erweist sich die direkte NaBH4-Reduktion der Anhydride5a und 5b als optimal und liefert in guten Ausbeuten 3 bzw. 9. Oxydation von 3 mit dem N - Chlorsuccin - imid - Dimethylsulfid - Komplex oder mit Pyridinium -chlorochromat und nachfolgender Entacetylierung ergibt GA3-7-aldehyd 16,—Die Partialsynthese von 6β-Methyl-7-nor-GA320 gelingt ausgehend von 3 über die Jodmethyl-Verbindung 18 und deren Reduktion mit (C2H5)3SnH oder Na2[Fe(CO)4] zu19 und anschliessender Verseifung.—Die Strukturen der neuen Gibberellin-Derivate werden anhand von 1H-NMR-, IR- und MS-Daten gesichert. Reaction sequences leading to GA3 derivatives with stepwise deoxygenated position 7 have been reported. From four different methods studied for the synthesis of GA3-7-alcohols the direct NaBH4-reduction of the anhydrides5a and5b has been found to be optimal leading in good yields to 3 and 9, respectively. Oxidation of 3 with the N - chlorosuccinimide - dimethylsulfide complex or pyridinium chlorochromate followed by deacetylation afforded the GA3-7-aldehyde 16.—The partial synthesis of 6β-methyl-7-nor-GA3 20 has been realized starting from 3 via the iodinemethyl compound 18 and its reduction with (C2H5)3SnH or Na2[Fe(CO)4] to19 and subsequent saponification.—The structures of the new gibberellin derivatives were determined on the basis ofIR, 1H-NMR and MS data." @default.
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- W936584873 date "1980-01-01" @default.
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- W936584873 title "Gibberelline—lxii" @default.
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