Department of Chemistry , Zhejiang University , Hangzhou 310058 , China.
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education , Hangzhou Normal University , Hangzhou 311121 , China.
Org Lett. 2020 Feb 21;22(4):1426-1430. doi: 10.1021/acs.orglett.0c00029. Epub 2020 Jan 31.
An asymmetric and efficient approach for the total syntheses of (+)-stemarin and the proposed structures of stemara-13(14)-en-18-ol and stemara-13(14)-en-17-acetoxy-18-ol are described. The key features of the strategy include a Lewis acid-induced cationic polyene cyclization and an ODI-[5+2] cycloaddition/pinacol-type 1,2-acyl migration cascade.
描述了 (+)-stemarin 的全合成以及 stemara-13(14)-en-18-ol 和 stemara-13(14)-en-17-acetoxy-18-ol 的提出结构的不对称和高效方法。该策略的关键特点包括路易斯酸诱导的阳离子多烯环化和 ODI-[5+2]环加成/频哪醇型 1,2-酰基迁移级联。