Synthesis of a highly hindered hydrindanone via alpha-carbonyl radical cyclization: enantiospecific formal syntheses of (-)-pinguisenol and (-)-alpha-pinguisene |
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| Authors: | Sha Chin-Kang Liao Hau-Wei Cheng Ping-Chang Yen Shih-Chieh |
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| Affiliation: | Department of Chemistry, National Tsing Hua University, Hsinchu 300, Taiwan, ROC. cksha@mx.nthu.edu.tw |
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| Abstract: | An enantiospecific synthesis of Schinzer's ketone 3 from (R)-(+)-pulegone via alpha-carbonyl radical cyclization was accomplished. This work also constitutes an enantiospecific formal syntheses of (-)-pinguisenol and (-)-alpha-pinguisene. The intermediate ketone 4 would be useful for the synthesis of other pinguisane-type sesquiterpenes. |
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