【摘要】 由雌舞毒蛾释放的性引诱剂由于在害虫防治方面的需求不断增加,已有许多文献对其合成方法进行报道.以正十一醛和环戊酮为起始原料,用L-脯氨酸催化的不对称羟醛缩合反应构筑手性中心,后经拜耶-维利格氧化,维梯希烯化等步骤,为雌舞毒蛾性引诱剂(+)-(7R,8S)-7,8-环氧-2-甲基十八烷提供了一条简便高效的不对称合成新途径,总收率为37.8%.更多还原

【Abstract】 (+)-Disparlure is the sex attractant emitted by the female gypsy moth. Because of the growing demand for pest control, many syntheses of (+)-disparlure have been reported. The concise and efficient asymmetric total synthesis of (+)-disparlure was accomplished, starting from undecanal and cyclopenta- none by using L-proline-catalyzed asymmetric aldol reaction to construct the chiral lactone, then by Baeyer-Villiger oxidation and Wittig olefination, providing a new strategy on the synthesis of (+)-(7R,8S)-cis-7,8-epoxy-2-methyloctadecane in a total yield of 37.8%.更多还原