立体选择性方法合成普那霉素的外消旋氧杂四环核心。
Stereoselective approach to the racemic oxatetracyclic core of platensimycin.
机构信息
Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University, Tsutsumidori-Amamiyamachi, Aoba-ku, Sendai 981-8555, Japan.
出版信息
J Org Chem. 2013 Mar 15;78(6):2798-801. doi: 10.1021/jo302813y. Epub 2013 Feb 11.
PMID:23373732
Abstract
A highly stereoselective synthesis of the racemic oxatetracyclic core of platensimycin has been accomplished from a known bicyclic epoxy lactone by an 11-step sequence that involves a Diels-Alder cyclcoaddition to construct its cis-decalenone structural motif with complete regio- and stereoselectivity and a ring-closing metathesis to establish its whole carbon framework.
摘要
已完成从已知双环环氧内酯出发，经 11 步反应立体选择性合成普那霉素的外消旋氧杂四环核心，该过程包括 Diels-Alder 环加成反应，以完全区域和立体选择性构建其顺式-去甲烯酮结构基序，以及分子内关环复分解反应构建其整个碳骨架。
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