Functionalisation of saturated hydrocarbons. Part XI. Oxidation of cedrol, β- and γ-eudesmol,sclareol, manoyl oxide, 1,9-dideoxyforskolin,methyl trans-dihydroiasmonate,and tetrahydrolinalool by the ‘Gif system’ |
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Authors: | Derek H R Barton Jean-Clauude Beloeil Annick Billion Jean Boivin Jean-Yves Lallemand Patrick Lelandais Simone Mergui |
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Abstract: | The oxidation of cedrol ( 1 ), β- and γ-eudesmol ( 6 and 7 , resp.), sclareol ( 14 ) manoyl oxide ( 15 ), 1,9-dideoxyforskolin ( 22 ) (±)-methyl trans-dihydrojasmonate ( 28 ), and tetrahydrolinalool ( 32 ) nearly all of natural terpenoid origin, by the ‘Gif system’ has afforded a number of novel products ( 3 , 11 , and 12 , 16/17 , 18/19 , 26 , 29–31 , and ketones corresponding to 34–35 , res.). The structures of these compounds were established by spectroscopic techniques including 2D-NMR and, where appropriate, by comparison with authentic samples. |
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