Synthesis and Absolute Configuration of Two Natural Phenolic Homobenzyl Esters  

作　　者：Murong Xu Shijun Zhu Zejun Xu Yikang Wu Po Gao 

机构地区：[1]School of Chemistry and Material Sciences, Heilongjiang University, Harbin, Heilongjiang 150080, China [2]State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

出　　处：《Chinese Journal of Chemistry》2015年第7期729-738,共10页中国化学（英文版）

基　　金：This work was supported by the National Natural Science Foundation of China （21172247, 21032002） and the Chinese Academy of Sciences.

摘　　要：Two recently identified natural phenolic homobenzyl esters, isolated from Phragmipedium calurum （an orchid） and Eupatoriumfortunei TURCZ （a perennial herb in the Asteraceae family）, respectively, were synthesized in enantiopure forms. By comparison of the optical rotations for the synthetic and the natural samples, the absolute configurations for the natural products were reliably assigned. The synthesis also enables establishment of the absolute configuration of a closely related natural homobenzyl alcohol and provided for the first time complete physical and spectroscopic data for two other natural homobenzyl esters.Two recently identified natural phenolic homobenzyl esters, isolated from Phragmipedium calurum （an orchid） and Eupatoriumfortunei TURCZ （a perennial herb in the Asteraceae family）, respectively, were synthesized in enantiopure forms. By comparison of the optical rotations for the synthetic and the natural samples, the absolute configurations for the natural products were reliably assigned. The synthesis also enables establishment of the absolute configuration of a closely related natural homobenzyl alcohol and provided for the first time complete physical and spectroscopic data for two other natural homobenzyl esters.

关 键 词：ESTERS ALKYLATION natural products STEREOCHEMISTRY PHENOLS 

分 类 号：O626.32[理学—有机化学] X832.02[理学—化学]