A New Robust and Efficient Ion-Tagged Proline Catalyst Carrying an Amide Spacer for the Asymmetric Aldol Reaction

作者:Montroni Elisa; Sanap Shrihari P; Lombardo Marco*; Quintavalla Arianna; Trombini Claudio; Dhavale Dilip D
来源:Advanced Synthesis & Catalysis, 2011, 353(17): 3234-3240.
DOI:10.1002/adsc.201100595

摘要

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.

  • 出版日期2011-12