Work

Effective Promotion of Proline‐Catalyzed Aldol Reaction in Water by Bile Acid Salt Surfactants

Year: 2024

Type: article

Abstract: Proline‐catalyzed aldol reaction of aromatic aldehydes with cyclohexanone was successfully carried out in water without any cosolvent in presence of catalytic amounts of bile acid salt surfactants. The bile acid salts, acting as surfactants, facilitate the dispersion of nonpolar substrates, enabling efficient reaction conditions “in presence of water” which exploit the role of water beyond its simple characteristic as a solvent. While enantioselectivity is moderate, the high yields achieved reflect the potent synergy between proline and sodium deoxycholate (NaDC), underscoring the feasibility of water‐exclusive processes in synthetic organic chemistry.

Source: ChemistrySelect

DOI: 10.1002/slct.202405354

Authors: Venanzio Raglione, Fabrizio Vetica, Jacopo Cautela, Luciano Galantini, Andrea D'Annibale

Institutions: Institute of Structure of Matter, National Research Council, Sapienza University of Rome

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $3,840

Funder: Sapienza Università di Roma