4.6 Article

NMR studies on [2+3] cycloaddition of nitrile oxides to cyclohexene derivatives

Journal

JOURNAL OF MOLECULAR STRUCTURE
Volume 1060, Issue -, Pages 223-232

Publisher

ELSEVIER
DOI: 10.1016/j.molstruc.2013.12.035

Keywords

[2+3] Dipolar cycloaddition; Cyclohexenes; Site selectivity; 2D NMR

Funding

  1. Polish Ministry of Science and Higher Education Research [N209 003 638]

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Site selectivity, regioselectivity and stereoselectivity of [2+3] cycloaddition of 4-trifluoromethylbenzonitrile oxide to cyclohexene carboxylates substituted with alkenyl functions were examined. Site selectivity was correlated with electron charges of alkenyl carbon atoms. Structure of the products has been established by an extensive application of 2D H-1 and C-13 NMR spectroscopy and electrospray ionization mass spectrometry. (C) 2013 Elsevier B.V. All rights reserved.

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