Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
Org Lett. 2010 Aug 6;12(15):3548-51. doi: 10.1021/ol101410g.
The presence of an ether oxygen within a chain undergoing cation-polyene cyclization has a profound influence on the stereochemistry of this important construction, apparently due to nucleophilic participation of oxygen in the cyclization process and formation of an oxonium intermediate, leading to bent fused ring systems.
在进行阳离子多烯环化的链中存在醚氧,会对这一重要结构的立体化学产生深远影响,这显然是由于氧在环化过程中的亲核参与和氧鎓中间体的形成,导致弯曲的稠环系统。