Total synthesis of (-)-apicularen A
Total synthesis of (-)-apicularen A
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DOI：
10.1021/ja037957x
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发表时间：
2004-03-03
影响因子：
15
通讯作者：
Panek, JS
中科院分区：
文献类型：
--
作者：
Su, QB;Panek, JS
描述了不对称合成杏仁烯(1)的完整细节。合成是使用高度非对映和对映体选择性的[4+2]环来组装官能化的吡喃核心来完成的。未开发的内酯化方法包括NaH促进的高级中间体芳基氰基甲酯的酯交换反应，用于大内酯化步骤。
Complete details of an asymmetric synthesis of apicularen (1) are described. The synthesis has been accomplished using a highly diastereo- and enantioselective [4 + 2] annulation for the assembly of the functionalized pyran core. An underdeveloped lactonization method involving an NaH promoted transesterification of an advanced intermediate bearing an aryl cyanomethyl ester was used for the macrolactonization step.