Stereoselective Access to <i>Z</i> and <i>E</i> Macrocycles by Ruthenium-Catalyzed <i>Z</i>-Selective Ring-Closing Metathesis and Ethenolysis
作者:Vanessa M. Marx、Myles B. Herbert、Benjamin K. Keitz、Robert H. Grubbs
DOI:10.1021/ja311241q
日期:2013.1.9
selectivity for Z macrocycles is consistently high for a diverse set of substrates with a variety of functional groups and ring sizes. The same catalyst was also employed for the Z-selective ethenolysis of a mixture of E and Z macrocycles, providing the pure E isomer. Notably, an ethylene pressure of only 1 atm was required. These methodologies were successfully applied to the construction of several olfactory
描述了使用基于钌的复分解催化剂的 Z 选择性大环化的第一份报告。对于具有各种官能团和环大小的多种底物,Z 大环的选择性始终很高。同样的催化剂也用于 E 和 Z 大环混合物的 Z 选择性乙烯醇解,提供纯 E 异构体。值得注意的是,只需要 1 个大气压的乙烯压力。这些方法已成功应用于几种嗅觉大环化合物的构建以及细胞毒性生物碱莫托泊明 C 的正式全合成。