Concerning Lewis acid promoted, directing-group-free epoxide-ring-opening cascades

被引：6

作者：

Heffron, Timothy P. ^{[1
]}

Jamison, Timothy F. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

SYNLETT | 2006年 / 14期

关键词：

epoxides; cascade; ring opening; fused-ring systems; Lewis acids;

D O I：

10.1055/s-2006-949637

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 (trans-dioxabicylco[4.4.0]decanes, for example). These results suggest that an epoxide-attacking-epoxonium mechanism is not operative in this system.

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页码：2329 / 2333

页数：5

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