期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2017, 期 10, 页码 1295-1307出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201601316
关键词
Cyanates; Isocyanates; Rearrangement; Allylic compounds; Amines; Natural products; Asymmetric synthesis
资金
- University of Rennes 1
- Centre National de la Recherche Scientifique (CNRS)
- Region Bretagne and Villapharma Research
- Agence Nationale pour la Recherche [ANR-14-CE6-0008-02]
[3,3]-Sigmatropic rearrangements represent powerful methods in the toolbox of synthetic organic chemists for the stereoselective construction of carbon-carbon as well as carbon-heteroatom bonds. Thus, the allyl cyanate/isocyanate rearrangement, although still underused for the preparation of allylamine derivatives, offers clear advantages over other similar methods. It usually occurs at or below ambient temperature with no need to use any metal catalyst, in a stereospecific way, and with a complete transfer of chirality. Moreover, combined with the high reactivity of the resulting isocyanates towards nucleophiles, this rearrangement gives access to various classes of compounds with wide structural and functional diversity. This microreview provides an overview of synthetic applications of this rearrangement since its discovery, with particular emphasis on its utility for the synthesis of complex nitrogen-containing molecules such as natural products.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据