Improved Cs₂CO₃ Promoted O-Alkylation of Acids

Jay P. Parrish Department of Chemistry, University of South Florida & Drug Discovery Program, H. Lee Moffitt Cancer Center & Research Institute, 4202 E. Fowler Avenue, Tampa, Florida, 33620-5250, USA

Eric E. Dueno Department of Chemistry, University of South Florida & Drug Discovery Program, H. Lee Moffitt Cancer Center & Research Institute, 4202 E. Fowler Avenue, Tampa, Florida, 33620-5250, USA

Seok-In Kim Department of Chemistry, University of South Florida & Drug Discovery Program, H. Lee Moffitt Cancer Center & Research Institute, 4202 E. Fowler Avenue, Tampa, Florida, 33620-5250, USA

Kyung Woon Jung Department of Chemistry, University of South Florida & Drug Discovery Program, H. Lee Moffitt Cancer Center & Research Institute, 4202 E. Fowler Avenue, Tampa, Florida, 33620-5250, USA

Abstract

Cesium carbonate mediated O-alkylation of carboxylic acids was efficiently carried out under mild in situ conditions to give the corresponding esters exclusively. Chiral templates including α-hydroxy and α-alkoxy acids were also converted to their corresponding esters with no observed racemization.

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Improved Cs₂CO₃ Promoted O-Alkylation of Acids

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Improved Cs2CO3 Promoted O-Alkylation of Acids

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Improved Cs₂CO₃ Promoted O-Alkylation of Acids