Pericyclic reactions of free and complexed cyclopentyne

被引：24

作者：

Gilbert, JC ^{[1
]}

Hou, DR ^{[1
]}

Grimme, JW ^{[1
]}

机构：

[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 05期

关键词：

D O I：

10.1021/jo981992i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The selectivity between [2 + 2] and [2 + 4] cycloadditions of cyclopentyne with spiro[2.4]nona-2,4-diene depends on the mode of generating the cycloalkyne. Using diazomethylenecyclobutane and (bromocyclobutylidenemethyl)trimethylsilane as precursors affords cyclopentyne in an unencumbered form, whereas using dibromomethylenecyclobutane and 1,2-dibromocyclopentene yields a cyclopentyne-lithium bromide complex.

引用

页码：1529 / 1534

页数：6

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