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 ...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.展开更多
基金financially supported by the National Natural Science Foundation(Nos.21162021,20962016)Ningxia Natural Science Foundation(No.NZ1006)+1 种基金Program for New Century Excellent Talents in University(No. NCET-09-0860)the National Basic Research Program 973 of China(No.2010CB534916)
文摘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.