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Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Iron(II)-catalyzed asymmetric intramolecular olefin aminochlorination using chloride ion
Cheng-Liang Zhu1, Jun-Shan Tian1, Zhen-Yuan Gu1,2
1Department of Chemistry, Georgia State University, 100 Piedmont Avenue SE, Atlanta, Georgia, 30303, USA.
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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