First total synthesis of four natural prenylated flavonoids  

作　　者：Jin Hui Yang Wu Biao Zuo Dong Dong Guo Jun Shan Luo Wen Qian Huang 

机构地区：[1]State Key Laboratory Cultivation Base of Natural Gas Conversion,Ningxia University

出　　处：《Chinese Chemical Letters》2012年第12期1375-1377,共3页中国化学快报（英文版）

基　　金：financially supported by the National Natural Science Foundation(Nos.21162021,20962016);Ningxia Natural Science Foundation(No.NZ1006);Program for New Century Excellent Talents in University(No. NCET-09-0860);the National Basic Research Program 973 of China(No.2010CB534916)

摘　　要：A facile approach for the first total synthesis of prenylated flavonoids, （±）-abyssinone-VI-4-O-methyl ether 1, （±）-abyssinone- IV-4＇-O-methyl ether 2, （±）-abyssinone-V-4＇-O-methyl ether 3 and （±）-sigmoidin E 4 has been described. The key intermediate 4-hydroxy-3,5-di-（3-methylbut-2-enyl）benzaldehyde 6 was also first synthesized that features regioselective prenylation of 4-hydroxybenzaldehyde and crystallizing with petroleum ether from the reaction mixture by freeze-out effect.A facile approach for the first total synthesis of prenylated flavonoids, （±）-abyssinone-VI-4-O-methyl ether 1, （±）-abyssinone- IV-4＇-O-methyl ether 2, （±）-abyssinone-V-4＇-O-methyl ether 3 and （±）-sigmoidin E 4 has been described. The key intermediate 4-hydroxy-3,5-di-（3-methylbut-2-enyl）benzaldehyde 6 was also first synthesized that features regioselective prenylation of 4-hydroxybenzaldehyde and crystallizing with petroleum ether from the reaction mixture by freeze-out effect.

关 键 词：Prertylated flavonoid （±）-Abyssinone-VI-4-O-methyl ether （±）-Abyssinone-IV-4＇-O-methyl ether （±）-Abyssinone-V-4t-O-methylether （~）-Sigmoidin E Total synthesis 

分 类 号：O629[理学—有机化学] Q946.8[理学—化学]