Issue 5, 2015

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

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.

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

Supplementary files

Article information

Article type
Edge Article
Submitted
20 Jan 2015
Accepted
13 Mar 2015
First published
13 Mar 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2015,6, 3044-3050

Author version available

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

C. Zhu, J. Tian, Z. Gu, G. Xing and H. Xu, Chem. Sci., 2015, 6, 3044 DOI: 10.1039/C5SC00221D

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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