Journal
TETRAHEDRON LETTERS
Volume 43, Issue 13, Pages 2445-2447Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)00279-4
Keywords
nitrones; synthesis; alpha-lithiation of aldonitrones; dipole-stabilized organolithiums; alpha-heteroatom substituted nitrones; IR; C-13 NMR spectroscopy
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alpha-Heteroatom substituted nitrones have been synthesized for the first time by the reaction of alpha-lithiated cyclic aldonitrone 1,2,2.5,5-pentamethyl-3-imidazoline 3-oxide with HgCl2, (CH3)(3)SiCl, (C2H5)(3)GeCl, (n-C4H9)(3)SnBr and Ph2P(O)Cl. alpha-Chloronitrone was prepared for the first time by direct chlorination of alpha-lithiated aldonitrone using TsCl. (C) 2002 Elsevier Science Ltd. All rights reserved.
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