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

Methanolysis 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.

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Bibliographic Details
Main Authors: Fraga, Braulio M., González, Antonio G., Hernández, Melchor G., García-Tellado, Fernando, Hanson, James R., Hitchcock, Peter B.
Format: artículo biblioteca
Language:English
Published: Royal Society of Chemistry (UK) 1981
Online Access:http://hdl.handle.net/10261/14360
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