Direct asymmetric three-component organocatalytic anti-selective Mannich reactions in a purely aqueous system

Lili Cheng; Xiaoyu Wu; Yixin Lu

doi:10.1039/B701579H

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Organic & Biomolecular Chemistry

Issue 7, 2007

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Direct asymmetric three-component organocatalytic anti-selective Mannich reactions in a purely aqueous system

Lili Cheng , Xiaoyu Wu and Yixin Lu

Org. Biomol. Chem., 2007, 5, 1018-1020

DOI: 10.1039/B701579H
Received 01 Feb 2007, Accepted 05 Feb 2007
First published on the web 14 Feb 2007

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The direct three-component Mannich reactions of O-benzyl hydroxyacetone with p-anisidine and aromatic or aliphatic aldehydes in the presence of an L-threonine-derived catalyst afforded anti-1,2-amino alcohols in good-to-excellent yields and with enantioselectivities of up to 97%. This study is the first demonstration that direct three-component Mannich reactions can be promoted by a primary amino acid in water.

Abstract from Methods in Organic Synthesis 2007

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Abstract from Catalysts & Catalysed Reactions 2007

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Organic & Biomolecular Chemistry

Direct asymmetric three-component organocatalytic anti-selective Mannich reactions in a purely aqueous system

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