Diastereomeric Resolution of a Racemic Biarylboronic Acid and Its Application to Divergent Asymmetric Total Syntheses of Some Axially Chiral Natural Products
作者:Chun-Young Lee、Cheol-Hong Cheon
DOI:10.1002/adsc.201500798
日期:2016.2.18
The asymmetric total syntheses of deshydroxytetramethylcupressuflavone and desmethylkotanin and the synthesis of a key intermediate in the previous synthesis of hibarimicinone are described using an axially chiral biarylboronic acid, prepared by the diastereomeric resolution of the corresponding rac‐boronic acid, as a common intermediate. Conversion of the boronic acid moiety into either a hydrogen
使用轴向手性联芳基硼酸(通过相应的rac硼酸的非对映异构体拆分制备)作为常见的中间体,描述了去羟基四甲基柏黄酮和去甲基小黄酮的不对称总合成以及以前的hibarimicinone合成中的关键中间体的合成。通过原脱硼烷或氧化将硼酸部分转化为氢原子或羟基,使我们能够分别完成去羟基四甲基柏油黄酮和去甲甲基单宁的总合成,并完成了以前的全花青素的总合成中的关键中间体。