3-Oxo-11,12,13-trihydroxyeudesm-4-ene(1) was a highly oxygenated natural eudesmane isolated from traditional herbal medicine with an antiphlogostic and spasmolytic activity.For the purpose of pharmacological activity ...3-Oxo-11,12,13-trihydroxyeudesm-4-ene(1) was a highly oxygenated natural eudesmane isolated from traditional herbal medicine with an antiphlogostic and spasmolytic activity.For the purpose of pharmacological activity research on natural product 1 and its derivatives,a facile total synthesis of compound 1 starting from(+)-dihydrocarvone(2) was completed in an overall yield of 24%.The structures of all intermediates and product 1 were confirmed via 1H NMR,13C NMR,MS and IR techniques.The NMR data of compound 1 are in agreement with those of natural products.展开更多
The enantioselective total synthesis of 12 carboxyeudesma 3,11(13) diene(1) was achieved starting from(-) dihydrocarvone in ten steps for the first time. The key steps mainly include the introduction of hydroxyl group...The enantioselective total synthesis of 12 carboxyeudesma 3,11(13) diene(1) was achieved starting from(-) dihydrocarvone in ten steps for the first time. The key steps mainly include the introduction of hydroxyl group into C 12 position of eudesmane by Vilsmeier chlorination and the generation of C3-C4 double bond into the eudesmane skeleton by elimination of halide.展开更多
文摘3-Oxo-11,12,13-trihydroxyeudesm-4-ene(1) was a highly oxygenated natural eudesmane isolated from traditional herbal medicine with an antiphlogostic and spasmolytic activity.For the purpose of pharmacological activity research on natural product 1 and its derivatives,a facile total synthesis of compound 1 starting from(+)-dihydrocarvone(2) was completed in an overall yield of 24%.The structures of all intermediates and product 1 were confirmed via 1H NMR,13C NMR,MS and IR techniques.The NMR data of compound 1 are in agreement with those of natural products.
基金Supported by Open Foundation of Key Laboratory of High PerformanceFunctional Polymer Materials of Guangdong Province2007'Huizhou Science and Technology Program Item(2007 I 58)
文摘The enantioselective total synthesis of 12 carboxyeudesma 3,11(13) diene(1) was achieved starting from(-) dihydrocarvone in ten steps for the first time. The key steps mainly include the introduction of hydroxyl group into C 12 position of eudesmane by Vilsmeier chlorination and the generation of C3-C4 double bond into the eudesmane skeleton by elimination of halide.
