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Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones.


ABSTRACT: A highly efficient quinine-derived primary-amine-catalyzed asymmetric aldol addition of hydroxyacetone to arylglyoxals is described. Structurally diverse anti-2,3-dihydroxy-1,4-diones were generated in high yields, with good diastereoselectivities and enantioselectivities.

SUBMITTER: Zhou YH 

PROVIDER: S-EPMC7037326 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature

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Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones.

Zhou Yu-Hao YH   Zhang Yu-Zu YZ   Wu Zhu-Lian ZL   Cai Tian T   Wen Wei W   Guo Qi-Xiang QX  

Molecules (Basel, Switzerland) 20200203 3


A highly efficient quinine-derived primary-amine-catalyzed asymmetric aldol addition of hydroxyacetone to arylglyoxals is described. Structurally diverse <i>anti</i>-2,3-dihydroxy-1,4-diones were generated in high yields, with good diastereoselectivities and enantioselectivities. ...[more]

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