Highly stereoselective [3 + 2] annulations by cyclopropanation of vinyl ethers with rhodium(II)-stabilized vinylcarbenoids followed by a formally forbidden 1,3-sigmatropic rearrangement

Highly stereoselective [3 + 2] annulations by cyclopropanation of vinyl ethers with rhodium(II)-stabilized vinylcarbenoids followed by a formally forbidden 1,3-sigmatropic rearrangement
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通过乙烯基醚与铑 (II) 稳定的乙烯基类胡萝卜素的环丙烷化,然后进行正式禁止的 1,3-σ 重排,实现高度立体选择性 [3 2] 成环

DOI:
10.1021/jo00037a041
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发表时间:
1992
影响因子:
3.6
通讯作者:
Baihua Hu
Baihua Hu
中科院分区:
化学2区
文献类型:
--
作者:
H. Davies;Baihua Hu

文献摘要

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相似文献

A highly stereoselective 3 + 2 annulation has been developed by cyclopropanation of vinyl ethers with rhodium(II)-stabilized vinylcarbenoids to generate vinylcyclopropanes followed by a Et 2 AlCl-catalyzed 1,3-sigmatropic rearrangement. The success of this methodolgy rests on the remarkably stereoselectivity that is exhibited in both the cyclopropanation step and also the Et 2 AlCl-catalyzed vinylcyclopropane rearrangement