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A New Robust and Efficient Ion‐Tagged Proline Catalyst Carrying an Amide Spacer for the Asymmetric Aldol Reaction
Authors:Elisa Montroni  Shrihari P Sanap  Marco Lombardo  Arianna Quintavalla  Claudio Trombini  Dilip D Dhavale
Abstract:The synthesis of a new, highly efficient cis‐ion‐tagged catalyst ( 8a ), possessing an amide linkage between the imidazolium tag and the proline ring, is described. This new bench‐stable catalyst has been tested in the classic asymmetric aldol condensation between ketones and aldehydes “in the presence” of water, and is proposed as a valuable alternative to the analogous but more sensitive ester cis‐ 2d . Catalyst 8a displayed an excellent efficiency in terms of catalyst loading and stereochemical control.
Keywords:aldol condensation  asymmetric organocatalysis  ion‐tagged proline  reactions in the presence of water
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