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ChemInform Abstract: Bifunctional Cinchona Alkaloids-Catalyzed Asymmetric [4 + 2] Cycloaddition Reaction of β,γ-Unsaturated α-Keto Esters with Oxazolones.

✍ Scribed by Yin Ying; Zhuo Chai; Hai-Feng Wang; Peng Li; Chang-Wu Zheng; Gang Zhao; Yue-Peng Cai


Publisher
John Wiley and Sons
Year
2011
Weight
33 KB
Volume
42
Category
Article
ISSN
0931-7597

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✦ Synopsis


Abstract

Asymmetric [4 + 2] cycloaddition of β,γ‐unsaturated α‐keto esters (I) and (IV) with oxazolones (II) proceeds with excellent diastereoselectivity and high enantioselectivity (up to 97% e.e.) in the presence of a quinidine‐derived bifunctional organocatalyst (NQD).


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