Department of Chemistry, Stony Brook University, Stony Brook, New York 11794, USA.
J Am Chem Soc. 2011 Dec 21;133(50):20149-51. doi: 10.1021/ja209459f. Epub 2011 Nov 29.
The first total synthesis of (-)-arabilin, a Streptomyces metabolite that inhibits hormone activation of the androgen receptor, has been completed. The key step, a [1,7]-hydrogen shift, establishes the enol ether-containing skipped-tetraene substructure. This nonenzymatic pericyclic reaction is considered to be biomimetic.
(-)-阿瑞布林的全合成,一种抑制雄激素受体激素激活的链霉菌代谢物,已经完成。关键步骤是[1,7]-氢迁移,构建了含有烯醇醚的 skipped-tetraene 亚结构。这种非酶促周环反应被认为是仿生的。