- Formation of α-hydroxyketones via irregular Wittig reaction
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Αddition reactions of (1-methoxyalkyl)triphenylphosphonium ylides, derived from the corresponding Wittig salts and n-BuLi, to aldehydes were investigated. It was revealed that the betaine LiX complexes, the primary adducts, were converted to α-hydroxyketones, prior to the formation of oxaphosphetanes, by addition of aqueous NH4Cl at low temperature.
- Okada, Hideki,Mori, Tomonori,Saikawa, Yoko,Nakata, Masaya
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supporting information; experimental part
p. 1276 - 1278
(2009/09/05)
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- STUDY OF (1-ALKOXYETHYL)DIPHENYLPHOSPHINE OXIDES. I. SYNTHESES AND STRUCTURAL ANALYSES OF PHENYLETHOXY, METHOXY AND ISOPENTYLOXY DERIVATIVES
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1-Phenylethoxy- (9), 1-methoxy- (10), 1-isopentyloxy- (11) and 1-dodecyloxy- (12) ethyldiphenylphosphine oxides, key intermediates in the stereospecific syntheses of vinyl ethers, have been synthesised and characterised by 1H NMR and 13C NMR, IR and mass spectra.The crystal structures of compounds 9-11 have been determined by X-ray analysis.In the solid state only monomeric molecules have been found, despite the evidence of dimer formation in the mass spectra.The three molecules are in different conformations and a comparison with the geometry of similar compounds, retrieved from the Cambridge Structural Database, indicates a dominant contribution of the steric factors in dictating the different conformations.
- Ugliengo, Piero,Ahmed, Jamil,Viterbo, Davide,Calleri, Mariano,Ceruti, Maurizio
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p. 487 - 492
(2007/10/02)
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