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Chiral Proton Catalysis: Enantioselective Brønsted Acid Catalyzed Additions of Nitroacetic Acid Derivatives as Glycine Equivalents.

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Bibliographic Details
Title: Chiral Proton Catalysis: Enantioselective Brønsted Acid Catalyzed Additions of Nitroacetic Acid Derivatives as Glycine Equivalents.
Authors: Singh, Anand1, Yoder, Ryan A.1, Bo6Shen1, Johnston, Jeffrey N.1 jeffrey.n.johnston@vanderbilt.edu
Source: Journal of the American Chemical Society. 3/28/2007, Vol. 129 Issue 12, p3466-3467. 2p. 2 Charts.
Subjects: Catalysis, Acetic acid, Protons, Molecular spectra, Chemical research
Abstract: The article presents a study that investigates the use of unsubstituted nitroacetic acid derivatives in combination with chiral proton catalysis to effect diastereo and enantioselective addition reactions. Substituted glycines are produced with good enantioselection and in a single operation using unsymmetrical Bis(AMidine) complex 2. Moreover, the study suggests that the used strategy is more applicable to the straightforward enantioselective synthesis of epimerizable non-natural amino acids.
Database: Engineering Source
Description
Abstract:The article presents a study that investigates the use of unsubstituted nitroacetic acid derivatives in combination with chiral proton catalysis to effect diastereo and enantioselective addition reactions. Substituted glycines are produced with good enantioselection and in a single operation using unsymmetrical Bis(AMidine) complex 2. Moreover, the study suggests that the used strategy is more applicable to the straightforward enantioselective synthesis of epimerizable non-natural amino acids.
ISSN:00027863
DOI:10.1021/ja068073r