145237-10-1Relevant academic research and scientific papers
Methyl, ethyl, isopropyl and tert-butyl 3-oxo-2-(triphenylphosphoranyl-idene)butyrates, a common pattern for a preferred conformation
Castaneda, Fernando,Terraza, Claudio A.,Garland, Maria Teresa,Bunton, Clifford A.,Baggio, Ricardo F.
, p. 180 - 184 (2001)
The crystal structures of four alkyl 3-oxo-2-(triphenyl-phosphoranylidene)butyrates, where the alkyl group is methyl (C23H21O3P·0.5C6H6), (II), ethyl (C24H23O3P), (III
Preferred conformations of stabilized phosphorus ylides
Castaneda, Fernando,Terraza, Claudio A.,Bunton, Clifford A.,Gillitt, Nicholas D.,Garland, Maria T.
, p. 1973 - 1985 (2003)
The stabilized phosphorus ylides, Ph3P=(CO.R′)CO.OR; 1, R=Et, R′=CH2P+Ph3; 2, R=R'′=Me; 3, R=Et, R′=Me; 4, R=Pri; R′=Me; 5, R=But; R′=Me, adopt a near planar conformation in the crystal whi
Selective Oxidation of Phosphorus Ylides by Dimethyldioxirane. Application to the Formation of Vicinal Tricarbonyls
Wasserman, Harry H.,Baldino, Carmen M.,Coats, Steven J.
, p. 8231 - 8235 (2007/10/03)
Dimethyldioxirane (DMD) has proven to be an effective reagent for the selective conversion of phosphoranylidene intermediates 4 to the corresponding vicinal tricarbonyls 5.Unlike existing oxidation protocols which employ relatively vigorous conditions, th
The Chemistry of Vicinal Tricarbonyls. A New Synthesis of Substituted Furans.
Wasserman, Harry H.,Lee, Gary M.
, p. 9783 - 9786 (2007/10/02)
Enolates of acyl phosphoranylidene carboxylates react with aldehydes to form secondary alcohols which undergo intramolecular addition to the central carbonyl of a vicinal tricarbonyl unit, generated in a separate step.The resulting dihydrofuranols undergo acid-catalyzed dehydration to form 3-hydroxyfuran-2-carboxylates.
The Conversion of Carboxylic Acids to Keto Phosphorane Precursors of 1,2,3-Vicinal Tricarbonyl Compounds
Wasserman, Harry H.,Ennis, David S.,Blum, Charles A.,Rotello, Vincent M.
, p. 6003 - 6006 (2007/10/02)
Acyl phosphoranylidines react with acid chlorides or anhydrides in the presence of bis(trimethylsilyl)acetamide (BSA), or couple directly with carboxylic acids activated by EDCI to give keto phosphoranes 1.
