First total synthesis of four natural prenylated flavonoids

来源 :Chinese Chemical Letters | 被引量 : 0次 | 上传用户:zzmaazhu
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A facile approach for the first total synthesis of prenylated flavonoids,(±)-abyssinone-Vl-4-O-methyl ether 1,(±)-abyssinoneIV -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-Vl-4-O-methyl ether 1, (±) -abyssinone IV -4’- -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 features regioselective prenylation of 4-hydroxybenzaldehyde and crystallizing with petroleum ether from the reaction mixture by freeze-out effect.
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