Elder A M, Rich D H
Department of Chemistry, University of Wisconsin, Madison 53706, USA.
Org Lett. 1999 Nov 4;1(9):1443-6. doi: 10.1021/ol990990x.
[formula: see text] Two syntheses of a model system of the DEF ring system of complestatin and chloropeptin are described. The key step in both of these syntheses involves the formation of the biaryl linkage using a palladium-catalyzed Suzuki cross-coupling reaction and a catalytic enantioselective ene reaction to form the 6-bromo-D-tryptophan. Additionally, ring contraction of the 17-membered DEF ring system of complestatin generates the 16-membered DEF ring system of chloropeptin in a biomimetic fashion.
描述了两种合成制癌菌素和氯肽素DEF环系统模型体系的方法。这两种合成方法的关键步骤都涉及使用钯催化的铃木交叉偶联反应形成联芳基键，以及通过催化对映选择性烯反应形成6-溴-D-色氨酸。此外，制癌菌素的17元DEF环系统的环收缩以仿生方式生成了氯肽素的16元DEF环系统。
