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
A facile approach for the first total synthesis of naturally occurring geranylated flavanoids sepicanin A has been obtained with total yield 16%starting from 2,4,6-trihydroxyacetophenone after four steps.The key step ...A facile approach for the first total synthesis of naturally occurring geranylated flavanoids sepicanin A has been obtained with total yield 16%starting from 2,4,6-trihydroxyacetophenone after four steps.The key step was the protic acids（HCl or p-TsOH）-catalyzed benzopyrone formation in a protic polar solvent by deprotection and cycUzation of chalcone in one step.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.
基金supported by the National Natural Science Foundation(No20962016)Ningxia Natura Science Foundation(NoNZ1006)Program for New Century Excellent Talents in University(NoNCET- 09-0860)
文摘A facile approach for the first total synthesis of naturally occurring geranylated flavanoids sepicanin A has been obtained with total yield 16%starting from 2,4,6-trihydroxyacetophenone after four steps.The key step was the protic acids（HCl or p-TsOH）-catalyzed benzopyrone formation in a protic polar solvent by deprotection and cycUzation of chalcone in one step.
