对奥替利农 A 和 B 的对映选择性全合成。

Enantioselective total synthesis of otteliones A and B.

机构信息

Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan, ROC.

出版信息

Org Lett. 2010 Apr 2;12(7):1377-9. doi: 10.1021/ol902776d.

PMID:20222742

Abstract

Enantioselective total synthesis of otteliones A and B was accomplished. The key steps are radical cyclization of an alpha-iodoketone to construct the cis-hydrindanone skeleton and Suzuki-Miyaura coupling to incorporate the aromatic group. (+)-Ottelione A was converted to (-)-ottelione B on treatment with NaOH in THF.

摘要

奥替兰内 A 和 B 的对映选择性全合成已经完成。关键步骤是α-碘酮的自由基环化构建顺式氢化茚酮骨架和铃木-宫浦偶联引入芳基。（+）-奥替兰内 A 在四氢呋喃中的氢氧化钠处理下转化为（-）-奥替兰内 B。