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Issue 29, 2017
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Synthesis of pyrrolidine-3-carboxylic acid derivatives via asymmetric Michael addition reactions of carboxylate-substituted enones

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Abstract

To concisely synthesize highly enantiomerically enriched 5-alkyl-substituted pyrrolidine-3-carboxylic acids, organocatalytic enantioselective Michael addition reactions of 4-alkyl-substituted 4-oxo-2-enoates with nitroalkanes have been developed. Using the developed reaction method, 5-methylpyrrolidine-3-carboxylic acid with 97% ee was obtained in two steps.

Graphical abstract: Synthesis of pyrrolidine-3-carboxylic acid derivatives via asymmetric Michael addition reactions of carboxylate-substituted enones

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Submitted
20 Jun 2017
Accepted
30 Jun 2017
First published
30 Jun 2017

Org. Biomol. Chem., 2017,15, 6089-6092
Article type
Communication

Synthesis of pyrrolidine-3-carboxylic acid derivatives via asymmetric Michael addition reactions of carboxylate-substituted enones

F. Yin, A. Garifullina and F. Tanaka, Org. Biomol. Chem., 2017, 15, 6089
DOI: 10.1039/C7OB01484H

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