Concerning Lewis Acid Promoted, Directing-Group-Free Epoxide-Ring-Opening Cascades
作者:Timothy Jamison、Timothy Heffron
DOI:10.1055/s-2006-949637
日期:2006.9
Lewis acid promoted cascades of a tris(disubstituted epoxide) triggered by silver-promoted abstraction of a bromide ion favors trans-dioxabicyclo[4.3.0]nonanes, rather than diads or triads of tetrahydropyrans (trams-dioxabicylco[4.4.0]decanes, for example). These results suggest that an epoxide-attacking-epoxonium mechanism is not operative in this system.
路易斯酸促进了三(二取代环氧化物)的级联反应,由银促进的溴离子提取有利于反式二氧杂二环 [4.3.0] 壬烷,而不是四氢吡喃的二联体或三联体(反式二氧杂环 [4.4.0] 癸烷,例如)。这些结果表明环氧化物攻击环氧化物机制在该系统中不起作用。