H. Reissig, I. Reichelt, T. Kunz
Apr 28, 2003
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Journal
Organic Syntheses
Abstract
Methoxycarbonylmethylation of aldehydes via siloxycyclopropanes: methyl 3,3-dimethyl-4-oxobutanoate intermediate: 2-methyl-1-(trimethylsiloxy)propene intermediate: methyl 2,2-dimethyl-3-(trimethylsiloxy)-1-cyclopropanecarboxylate reactant: 24.0 g (240 mmol) of methyl diazoacetate product: methyl 3,3-dimethyl-4-oxobutanoate Keywords: annulation, carbocyclic-[3]; cyclization, free radical-carbenoid/nitrenoid; cyclopropanation; deprotection, oxygen; metal-catalyzed reactions, copper; rearrangements; ring opening reactions; silylation; chlorotrimethylsilane, drying of; N,N-dimethylformamide; ethyl acetate; sodium iodide; triethylamine; triethylamine hydrofluoride, preparation; diazo compounds; N,N-dimethylformamide, cancer suspect agent; methyl diazoacetate, potential explosive; pyrolysis apparatus, flash vacuum pyrolysis