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Transannular participation of some C-19 esters in reactions at C-20 of gibberellin A13

AuthorsFraga, Braulio M. ; González, Antonio G.; Hernández, Melchor G.; García-Tellado, Fernando ; Hanson, James R.; Hitchcock, Peter B.
Issue Date1981
PublisherRoyal Society of Chemistry (UK)
CitationJournal of the Chemical Society - Perkin Transactions I 1981: 2740-2745
AbstractMethanolysis or sodium borohydride reduction of the 3-acetoxy-7,19-dimethyl ester of gibberellin A13 20-toluene-p-sulphonyl anhydride afforded, respectively, the unusual 19-orthoester or epimeric 19-acetals as the major products rather than the products of simple displacement of the 20-toluene-p-sulphonoxy-group. The structure of the 19-orthoester was proven by X-ray analysis.
Publisher version (URL)http://dx.doi.org/10.1039/P19810002740
Appears in Collections:(IPNA) Artículos
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