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Desymmetrization of 1,3-Diones by Catalytic Enantioselective Condensation with Hydrazine

Bin‐Miao Yang, Jun Dai, Yixin Luo, Kai Kiat Lau, Yu Lan, Zhihui Shao, Yu Zhao

2021Journal of the American Chemical Society67 citationsDOI

Abstract

1,3-diones by enantioselective intermolecular condensation. Under the catalysis by a chiral phosphoric acid, a range of readily available 1,3-diones undergo reaction with hydrazines to produce cyclic and acyclic keto-hydrazones bearing an all-carbon quaternary center in high efficiency and enantioselectivity. These compounds are also highly versatile for the preparation of multifunctional building blocks and heterocycles in excellent stereoselectivity.

Topics & Concepts

DesymmetrizationChemistryEnantioselective synthesisCatalysisHydrazine (antidepressant)Organic chemistryPhosphoric acidCondensationOrganocatalysisIntermolecular forceCondensation reactionCombinatorial chemistryStereoselectivityMoleculeChromatographyThermodynamicsPhysicsAsymmetric Synthesis and CatalysisAxial and Atropisomeric Chirality SynthesisChemical synthesis and alkaloids
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