Aix-Marseille Université, CNRS, iSm2 UMR7313, 13397 Marseille Cedex 20-Service 532, France.
Chemistry. 2012 Nov 5;18(45):14267-71. doi: 10.1002/chem.201202701. Epub 2012 Sep 27.
The key is symmetry! A convergent synthetic approach of the highly cytotoxic natural product (-)-callystatin A was developed assembling three fragments through Julia-Kocienski olefination and Stille cross-coupling. The new strategy relies on a pivotal local symmetry of the target molecule. In this preliminary study, particular attention was devoted to facilitate the catalytic enantiocontrol of strategic stereogenic centers present in each of the fragments (see scheme).
关键在于对称!通过 Julia-Kocienski 烯烃化和 Stille 交叉偶联,开发了一种将三个片段组装在一起的高度细胞毒性天然产物 (-)-卡利斯塔丁 A 的会聚合成方法。该新策略依赖于目标分子的关键局部对称。在这项初步研究中,特别注意促进每个片段中存在的战略立体中心的催化对映体控制(见方案)。