Campbell Matthew J, Johnson Jeffrey S
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
J Am Chem Soc. 2009 Aug 5;131(30):10370-1. doi: 10.1021/ja904136q.
A concise and convergent route to (+)-polyanthellin A is presented. This synthesis features a diastereoselective cyclopropane/aldehyde [3+2] cycloaddition to install the hydroisobenzofuran core. The use of MADNTf(2) as a potent, bulky Lewis acid was essential to allow a labile beta-silyloxy aldehyde to be used in the cycloaddition. Other key steps include a ring-closing metathesis and a selective olefin oxidation.
本文介绍了一条简洁且汇聚式的合成（+）-多聚海葵毒素A的路线。该合成方法的特点是通过非对映选择性环丙烷/醛[3+2]环加成反应来构建氢化异苯并呋喃核心。使用MADNTf(2)作为一种强效的大位阻路易斯酸对于使不稳定的β-硅氧基醛能够用于环加成反应至关重要。其他关键步骤包括关环复分解反应和选择性烯烃氧化。
