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Synthese und Reaktionen von Bicyclo[6.4.0]dodecan-3-carbonsäure-Derivaten
Authors:Gerhard Buchbauer  Johanna Gabmeier  Ernst Haslinger  Wolfgang Robien  Harald Steindl
Abstract:Synthesis and Reactions of the Bicyclo6.4.0]dodecane-3-carboxylic Acid Derivatives The synthesis and some consecutive reactions of the compounds 5-8 , derivatives of bicyclo6.4.0]dodecane-3-carboxylic acid ( 1 ), are described. The esters 7 and 8 can be obtained by Baeyer-Villiger oxidation of 2-hydroxy-8-methyltricyclo7.3.1.02,7]tridecan-13-one ( 4 ) and subsequent hydrolysis of the lactone 5 . The structure and configuration of these compounds has been evaluated by spectroscopic techniques (mainly 2D-NMR methods). The formation of 7 via 1,2-H shift and subsequent isomerization to 8 has been studied. The esters 11 and 13 are formed stereospecifically from 7 and 8 .
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