Liu Jie, Li Zhanchao, Tong Pei, Xie Zhixiang, Zhang Yuan, Li Ying
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , 222 Tianshui South Road, Lanzhou 730000, People's Republic of China.
J Org Chem. 2015 Feb 6;80(3):1632-43. doi: 10.1021/jo502571r. Epub 2015 Jan 12.
A concise and facile synthetic protocol for the construction of the 2-γ-lactone chromanone skeleton has been achieved through a TMSI-promoted diastereoselective vinylogous Michael addition of siloxyfuran to 2-substituted chromones. The applicability of this method is demonstrated through the rapid access to the total syntheses of (±)-microdiplodiasone, (±)-lachnone C, and (±)-gonytolides C and G.
通过TMSI促进的硅氧基呋喃与2-取代色酮的非对映选择性乙烯基迈克尔加成反应,实现了一种简洁且简便的合成2-γ-内酯色满酮骨架的方法。通过快速完成(±)-微小双盘菌素、(±)-lachnone C以及(±)-gonytolides C和G的全合成,证明了该方法的适用性。