Journal of the Chinese Chemical Society · 2015 · 12 citations · 38 references
Natural SciencesChemistryGreen ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisSolvent-free SynthesisAldehydesRing-forming ReactionsRoom-temperature Synthesis
Abstract Reaction of 2,2‐dimethyl‐1,3‐dioxane‐4,6‐dione (Meldrum’s acid) with various solid aldehydes in the presence of cyanogen bromide and solid sodium ethoxide (EtONa) leads to the selective and efficient formation of bis‐spiro cyclopropanes based on Meldrum’s acid at the range of 0 °C to room temperature. The products were obtained in good to excellent yields. Structure elucidation is carried out by 1 H NMR, 13 C NMR, FT‐IR spectroscopy, mass analyses and X‐ray crystallography techniques. A possible mechanism for the formation of products is also discussed under solvent‐free condition.
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Synthesis of cyclopropane containing natural products
William A. Donaldson · Tetrahedron · 2001 · 620 citations