环噻唑霉素吡啶核心的合成。

Synthesis of the pyridine core of cyclothiazomycin.

机构信息

North Carolina State University, Department of Chemistry, Raleigh, North Carolina 27695-8204, USA.

出版信息

Org Lett. 2011 Aug 19;13(16):4352-5. doi: 10.1021/ol201682k. Epub 2011 Jul 15.

DOI:10.1021/ol201682k

Abstract

A highly convergent synthesis of the pyridine core of the thiopeptide antibiotic cyclothiazomycin has been developed based on a [2+2+2] cyclotrimerization key step. The regioselective assembly of the heterocyclic center of this important class of antibiotics takes advantage of a temporary silicon tether and the ruthenium-catalyzed cyclotrimerization reaction of a diyne and an electron-poor thiazole nitrile.

摘要

基于[2+2+2]环三聚关键步骤，开发了噻唑肽抗生素环硫霉素吡啶核心的高收敛性合成方法。该重要抗生素类别的杂环中心的区域选择性组装利用了临时硅键和钌催化的二炔和缺电子噻唑腈的环三聚反应。