Synthesis of Two Coumarins Isolated from Aster praealtus  

Synthesis of Two Coumarins Isolated from Aster praealtus

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作  者:Bo Wang Huijun Chen Yikang Wu Bo Liu 

机构地区:[1]State Key Laboratory of Bioorganic and Natural Products Chemistry, Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China [2]Key Laboratory of Green Chemical Technology of College of Heilongjiang Province, School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040, China

出  处:《Chinese Journal of Chemistry》2015年第7期723-728,共6页中国化学(英文版)

基  金:This work was supported by the National Natural Science Foundation of China (Nos. 21172247, 21372248) and the Chinese Academy of Sciences.

摘  要:Two coumarins isolated from Aster praealtus were synthesized via a direct coupling of the corresponding cyclohexyl carbinol with a coumarin-derived aryl bromide or iodide, a very difficult etherification due to the excess steric congestion around the carbinol and the low reactivity of the aryl halide that frustrated many seemingly feasible protocols. Unequivocal ^1H and ^13C NMR data for these compounds were thus made available for the first time. Uncertainty and errors in ^1H and ^13C NMR data in previous reports are also eliminated and revealed, respectively.Two coumarins isolated from Aster praealtus were synthesized via a direct coupling of the corresponding cyclohexyl carbinol with a coumarin-derived aryl bromide or iodide, a very difficult etherification due to the excess steric congestion around the carbinol and the low reactivity of the aryl halide that frustrated many seemingly feasible protocols. Unequivocal ^1H and ^13C NMR data for these compounds were thus made available for the first time. Uncertainty and errors in ^1H and ^13C NMR data in previous reports are also eliminated and revealed, respectively.

关 键 词:ALCOHOLS CONDENSATION natural products STEREOCHEMISTRY ETHERS 

分 类 号:TQ223.121[化学工程—有机化工] Q948.12[生物学—植物学]

 

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