(7R,10S)-Boivinianin B的不对称合成  

First Asymmetric Synthesis of (7R,10S)-Boivinianin B

作　　者：许柏岩[1] 宋娜[1] 李文泽 辛志君[1] 李瀛[1] 

机构地区：[1]兰州大学功能有机分子化学国家重点实验室,兰州730000 [2]九洲药业股份有限公司,台州318000

出　　处：《高等学校化学学报》2009年第7期1329-1331,共3页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20672050)资助

摘　　要：报道了一种基于Dehydro-α-curcumene(4)为关键中间体,以Sharpless不对称双羟化反应和碘催化的分子内环化成醚反应为关键步骤,构建2,2,5位三取代的四氢呋喃骨架的方法,完成了(7R,10S)-Boivinianin B(1)的不对称合成.合成路线简捷,对此类化合物的合成有一定的借鉴意义.（7R, 10S）-Boivinianin B （1）, a naturally occurring sesquiterpene which has a synthetically challenging 2,2,5-tri-substituted tetrahydrofuran skeleton, was isolated from Laurencia tristicha and Cipadessa boiviniana. First asymmetric synthesis of the title compound was developed by sharpless asymmetric dihydroxyation to generate a stereocenter which as a chiral pool in the next procedure and an intramolecular iodoetherification to construct the tetrahydrofuran skeleton. The method developed here will be a useful tool for the stereoselective synthesis of 2,2,5-tri-substituted tetrahydrofurans bearing sterically congested benzylic quaternary center.

关 键 词：不对称合成 (7R 10S)-Boivinianin B 碘化成醚反应 

分 类 号：O621.34[理学—有机化学]