Synlett

Rhodium-catalysed 1, 4-additions in water: Synthesis of succinic esters and β2-amino acid derivatives

KJ Wadsworth, FK Wood, CJ Chapman, CG Frost

Index: Wadsworth, Kelly J.; Wood, Frances K.; Chapman, Christopher J.; Frost, Christopher G. Synlett, 2004 , # 11 p. 2022 - 2024

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Citation Number: 14

Abstract

At the outset of this study we chose to investigate the coupling of arylboronic acid (2b) with dimethyl itaconate (1) using water as the reaction solvent. During preliminary optimisation, the catalyst [Rh(cod)Cl] 2 (cod = cyclocta-1,5-diene) was used with sodium dodecylsulfate (SDS) as a phase transfer agent affording a 55% yield of product 3b. In the absence of SDS the yield fell to less than 10%. The addition of two equivalents of sodium carbonate increased the yield to ...

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