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Asymmetric Total Synthesis of Lancifodilactone G Acetate. 1. Diastereoselective Synthesis of CDEFGH Ring System
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-03-06 00:00:00 , DOI: 10.1021/acs.joc.7b02915
Tian-Wen Sun 1 , Dong-Dong Liu 1 , Kuang-Yu Wang 1 , Bing-Qi Tong 1 , Jia-Xin Xie 1 , Yan-Long Jiang 1 , Yong Li 1 , Bo Zhang 1 , Yi-Fan Liu 1 , Yuan-Xian Wang 1 , Jia-Jun Zhang 1 , Jia-Hua Chen 1 , Zhen Yang 1, 2
Affiliation  

The stereoselective construction of the CDEFGH ring system of lancifodilactone G is described. The key steps in this synthesis are (i) ring-closing metathesis for formation of the oxa-bridged eight-membered ring; (ii) an intramolecular Pauson–Khand reaction for construction of the sterically congested F ring; and (iii) sequential cross-metathesis, hydrogenation, and lactonization reactions for installation of the anomerically stabilized bis-spiro ketal fragment of lancifodilactone G.

中文翻译:

Lancifodilactone G Acetate的不对称全合成。1. CDEFGH环系统的非对映选择性合成

描述了lancifodilactone G的CDEFGH环系统的立体选择性结构。该合成的关键步骤是:(i)形成氧杂桥联的八元环的闭环易位;(ii)分子内的Pauson-Khand反应,用于构建空间拥挤的F环;(iii)顺序的交叉复分解,氢化和内酯化反应,以安装Lancifodilactone G的异源稳定的双螺缩酮片段。
更新日期:2018-03-06
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