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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.

SUBMITTER: Zhu CL

PROVIDER: S-EPMC4719767 | biostudies-literature | 2015 May

REPOSITORIES: biostudies-literature

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

Zhu Cheng-Liang CL Tian Jun-Shan JS Gu Zhen-Yuan ZY Xing Guo-Wen GW Xu Hao H

Chemical science 20150313 5

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. ...[more]

PMID: 26807211

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