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Title: Inorganic-base-mediated hydroamination of alkenyl oximes for the synthesis of cyclic nitrones
Authors: Peng, Xingao
Tong, Benny Meng Kiat
Hirao, Hajime
Chiba, Shunsuke
Keywords: DRNTU::Science::Chemistry::Organic chemistry
Issue Date: 2014
Source: Peng, X., Tong, B. M. K., Hirao, H., & Chiba, S. (2014). Inorganic-base-mediated hydroamination of alkenyl oximes for the synthesis of cyclic nitrones. Angewandte Chemie International Edition, 53(7), 1959-1962.
Series/Report no.: Angewandte chemie international edition
Abstract: A method based on hydroamination mediated by inorganic base was developed for the synthesis of cyclic nitrones from alkenyl oximes. DFT calculations of the reaction pathway suggested that this hydroamination could proceed through an unprecedented nucleophilic amination of the unactivated alkene by the oxime nitrogen atom. The transition state of this reaction is stabilized by an ionic interaction between a metal cation such as K+ and the oxime oxygen and negatively charged alkene moiety.
ISSN: 1433-7851
DOI: 10.1002/anie.201308617
Rights: © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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