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Issue 11, 2015
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Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes

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Abstract

An unprecedented highly diastereoselective and enantioselective aldol reaction of α-alkyl azlactones and aliphatic aldehydes was achieved with cinchona alkaloid catalysts. To our knowledge, this reaction provides the first useful catalytic asymmetric access toward β-hydroxy-α-amino acids bearing alkyl substituents, which are structural motifs embedded in many natural products.

Graphical abstract: Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes

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Supplementary files

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Submitted
11 Jun 2015
Accepted
03 Aug 2015
First published
04 Aug 2015

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2015,6, 6510-6514
Article type
Edge Article
Author version available

Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes

Y. Zheng and L. Deng, Chem. Sci., 2015, 6, 6510 DOI: 10.1039/C5SC02116B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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