Total Synthesis of (-)-Sinulariadiolide. A Transannular Approach
Total Synthesis of (-)-Sinulariadiolide. A Transannular Approach
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DOI：
10.1021/jacs.8b12185
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发表时间：
2019-01-16
影响因子：
15
通讯作者：
Fuerstner, Alois
中科院分区：
文献类型：
--
作者：
Meng, Zhanchao;Fuerstner, Alois
通过跨环Michael反应、碳酸盐消除、丁烯内酯的生成和甲醇的自发oxa-Michael加成反应，得到了具有九元连接体的三环限制骨架。所需的大环前驱体是通过闭环炔的歧化反应和反氢锡化/羰化反应得到的。
The constrained tricyclic skeleton of the nor-cembranoid sinulariadiolide (1) with a nine-membered nexus was obtained by a cascade of transannular Michael reaction, carbonate elimination, butenolide formation, and spontaneous oxa-Michael addition of MeOH. The required macrocyclic precursor was prepared by ring-closing alkyne metathesis followed by trans-hydrostannation/carbonylation.