Lithiated Dimethoxymethyl Diphenyl Phosphine Oxide, A Versatile Formiate Carbanion Equivalent

Abstract Aldehydes are homologated to the corresponding α-hydroxy methyl esters using lithiated dimethoxymethyl diphenyl phosphine oxide. The primary addition product of this Horner-Wittig process collapses to the corresponding α-hydroxy ester under proton-catalyzed conditions.

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Veröffentlicht in:Synlett 2002, Vol.2002 (3), p.525-527
Hauptverfasser: Monenschein, Holger, Brünjes, Marco, Kirschning, Andreas
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract Aldehydes are homologated to the corresponding α-hydroxy methyl esters using lithiated dimethoxymethyl diphenyl phosphine oxide. The primary addition product of this Horner-Wittig process collapses to the corresponding α-hydroxy ester under proton-catalyzed conditions.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2002-20486