Tetrahedron

Nucleophilic addition of water-soluble phosphines on activated olefins

C Larpent, H Patin

Index: Larpent, Chantal; Patin, Henri Tetrahedron, 1988 , vol. 44, # 19 p. 6107 - 6118

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Citation Number: 58

Abstract

Triphenylphosphinc m-trisulfonate P (PhSO3Na) 3= TPPTS and triphenylphosphine m- monosulfonate Ph2PPhSO3Na= TPPMS react in water with α, β unsaturatcd acids affording hydrosoluble phosphonium salts. The conversion is quantitative because water readily protonates the carbanionic intermediate thus displacing the equilibrium towards the right. This nucleophilic addition of hydrosoluble phosphines has been extended to non water ...