A new robust and efficient ion-tagged proline catalyst carrying an amide spacer, for the asymmetric Aldol reaction

Montroni, Elisa ; Sanap, Shrihari P. ; Lombardo, Marco ; Quintavalla, Arianna ; Trombini, Claudio ; Dhavale, Dilip D. (2011) A new robust and efficient ion-tagged proline catalyst carrying an amide spacer, for the asymmetric Aldol reaction Advanced Synthesis & Catalysis, 353 (17). pp. 3234-3240. ISSN 1615-4150

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/adsc.20...

Related URL: http://dx.doi.org/10.1002/adsc.201100595

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.

Item Type:Article
Source:Copyright of this article belongs to John Wiley and Sons.
Keywords:Aldol Condensation; Asymmetric Organocatalysis; Ion-tagged Proline; Reactions in the Presence of Water
ID Code:87220
Deposited On:16 Mar 2012 06:16
Last Modified:19 Mar 2012 11:34

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