Organocatalysis in Ionic Liquids: Highly Efficientl-Proline-Catalyzed Direct Asymmetric Mannich Reactions Involving Ketone and Aldehyde Nucleophiles

Barbas III, Carlos F. ; Chowdari, Naidu S. ; Ramachary, D. B. (2003) Organocatalysis in Ionic Liquids: Highly Efficientl-Proline-Catalyzed Direct Asymmetric Mannich Reactions Involving Ketone and Aldehyde Nucleophiles Synlett (12). pp. 1906-1909. ISSN 0936-5214

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Official URL: http://doi.org/10.1055/s-2003-41483

Related URL: http://dx.doi.org/10.1055/s-2003-41483

Abstract

Proline-catalyzed direct asymmetric Mannich reactions of N-PMP protected α-imino ethyl glyoxylate with various aldehydes and ketones in ionic liquids afforded both α- and β-amino acid derivatives with excellent yields and enantioselectivities, providing facile product isolation, catalyst recycling, and significantly improved reaction rates, ca 4- to 50-fold. Three component Mannich reactions involving other imines also worked well in ionic liquids. Significant advantages and limitations of ionic liquid solvents in this reaction have been revealed.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers Inc.
ID Code:120795
Deposited On:05 Jul 2021 11:37
Last Modified:05 Jul 2021 11:37

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