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Organocatalytic Asymmetric Mannich Reactions: New Methodology, Catalyst Design, and Synthetic Applications

European Journal of Organic ChemistryPublished 28 August 2007
Amal Ting, Scott E. Schaus
Citations455
SJR quartileQ2
SJR score0.56
SNIP0.59

Abstract

Abstract The direct, asymmetric Mannich reaction catalyzed by small organic molecules offers a facile route to optically active α‐ or β‐amino acid derivatives and 1,2‐ and γ‐amino alcohols. One‐pot reactions of unmodified carbonyl donors with preformed or in situ generated imines can be stereochemically controlled with Organic catalysts such as proline, chiral pyrrolidines, chiral Brønsted acids, and Cinchona alkaloids. The generated Mannich adducts can be further functionalized towards a variety of bioactive molecules. In this Microreview, recent contributions are discussed to present the methodology and synthetic advantages achieved so far in the asymmetric Mannich reaction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

Keywords

ChemistryBiochemistry, Genetics and Molecular Biology