Huang Pei-Qiang, Huang Su-Yu, Gao Long-Hui, Mao Zhong-Yi, Chang Zong, Wang Ai-E
Department of Chemistry and Fujian Provincial Key Laboratory of Chemical Biology, and Collaborative Innovation Centre of Chemistry for Energy Materials, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, P. R. China.
Chem Commun (Camb). 2015 Mar 18;51(22):4576-8. doi: 10.1039/c4cc09598g.
The first enantioselective total synthesis of (+)-methoxystemofoline (2) and (+)-isomethoxystemofoline (3) has been reported. The synthesis employed the halide-assisted bromotropanonation method that we developed recently to construct the core structure, and Overman's strategy for the implementation of the butenolide moiety. Through this work, the structure of methoxystemofoline was revised as with an E-alkene, and its absolute configuration was established.
已报道了(+)-甲氧基司替戊醇(2)和(+)-异甲氧基司替戊醇(3)的首次对映选择性全合成。该合成采用了我们最近开发的卤化物辅助溴代托品酮化方法来构建核心结构,并采用了奥弗曼策略来实现丁烯内酯部分。通过这项工作,甲氧基司替戊醇的结构被修正为具有E-烯烃,并确定了其绝对构型。