1,6-methano[10]annulene-stabilized radicals

被引:10
|
作者
Creary, X [1 ]
Miller, KM [1 ]
机构
[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA
关键词
D O I
10.1021/ol0266119
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The rate of the methylenecyclopropane rearrangement is remarkably enhanced by the 1,6-methano[10]annulene group, which greatly stabilizes the biradical intermediate. The diastereomeric products argue against a concerted rearrangement mechanism and support a stabilized biradical intermediate that lives long enough to undergo rotation before ring closure.
引用
收藏
页码:3493 / 3496
页数:4
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