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A Concise and Stereoselective Total Synthesis of Pestalotioprolide C Using Ring-Closing Metathesis
Synthesis ( IF 2.6 ) Pub Date : 2017-12-20 , DOI: 10.1055/s-0036-1589152
Palakodety Krishna , Govinda Kundoor , Suresh Battina

Abstract

The stereoselective total synthesis of the pestalotioprolide C is disclosed in 13 linear steps in 4% overall yield. The key steps in this approach are a ring-closing-metathesis protocol for the construction of the 14-membered macrolide with E-olefinic bond, a Keck allylation, and a Sharpless kinetic resolution for the installation of desired stereocenters at C4 and C7.

The stereoselective total synthesis of the pestalotioprolide C is disclosed in 13 linear steps in 4% overall yield. The key steps in this approach are a ring-closing-metathesis protocol for the construction of the 14-membered macrolide with E-olefinic bond, a Keck allylation, and a Sharpless kinetic resolution for the installation of desired stereocenters at C4 and C7.



中文翻译:

闭环复分解法合成立体甾烷丙脯醇C的立体选择性立体合成

摘要

在13个线性步骤中公开了香豆酚丙内酯C的立体选择性全合成,总产率为4%。该方法的关键步骤是用于构建具有E烯烃键的14元大环内酯的环闭合复分解方案,Keck烯丙基化反应以及在C4和C7处安装所需立体中心的Sharpless动力学拆分。

在13个线性步骤中公开了香豆酚丙内酯C的立体选择性全合成,总产率为4%。该方法的关键步骤是用于构建具有E烯烃键的14元大环内酯的环闭合复分解方案,Keck烯丙基化反应以及在C4和C7处安装所需立体中心的Sharpless动力学拆分。

更新日期:2017-12-20
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