One-pot stereospecific construction of cis-clerodane skeleton by means of doubly stereocontrolled cyclization: Total synthesis of linaridial
作者:Takashi Tokoroyama、Masamitsu Tsukamoto、Toshihiro Asada、Hideo Iio
DOI:10.1016/s0040-4039(00)96935-1
日期:——
Doubly stereocontrolled cyclization of the allylsilane derivative 1 followed by trapping of the enolate with ClCH2SMe gives in one-pot manner the decalone derivatve 5 in which all of the four contiguous diastereomeric centers of -clerodane skeleton have been secured. The total synthesis of linaridial 4 have been accomplished from 5.
烯丙基硅烷衍生物1的双立体受控环化,然后用ClCH 2 SMe捕获烯醇化物,以单锅法得到十氯丁烯衍生物5,其中十环烷烃骨架的四个连续非对映异构中心均已固定。亚麻酸4的总合成已从5完成。