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

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 20期

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

页码：3493 / 3496

页数：4

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