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Synthesis 1995; 1995(12): 1545-1548
DOI: 10.1055/s-1995-4137
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Effect of the α-Alkyl Substituent of Conjugated Nitroolefins on the Formation of Cyclic Nitronic Esters vs. Nitrocyclopropanes in Their Reaction With Sulfur Ylides

G. Kumaran, Gurunath H. Kulkarni*
  • *Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India
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Publication Date:
31 December 2000 (online)

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The formation of cyclic nitronic esters (isoxazoline N-oxides) vs. nitrocyclopropanes in the reaction of conjugated nitroolefins with sulfur ylides depends on the presence of an α-alkyl substituent in the conjugated nitroolefins.

nitroolefin - sulfur ylide - cyclic nitronic ester - nitro cyclopropane - substituent effect