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Iron(ii)-catalyzed asymmetric intramolecular olefin aminochlorination using chloride ion
Journal article   Open access

Iron(ii)-catalyzed asymmetric intramolecular olefin aminochlorination using chloride ion

Cheng-Liang Zhu, Jun-Shan Tian, Zhen-Yuan Gu, Guo-Wen Xing and Hao Xu
Chemical science (Cambridge), Vol.6(5), pp.3044-3050
2015
PMID: 26807211

Abstract

An iron-catalyzed enantioselective and diastereoselective intramolecular olefin aminochlorination reaction is reported (ee up to 92%, dr up to 15 : 1). In this reaction, a functionalized hydroxylamine and chloride ion are utilized as nitrogen and chlorine sources, respectively. This new method tolerates a range of synthetically valuable internal olefins that are all incompatible with existing asymmetric olefin aminochlorination methods.

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url
https://doi.org/10.1039/C5SC00221DView
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