Catalytic Enantioselective Alkylation of β‐Keto Esters with Xanthydrol in the Presence of Chiral Palladium Complex

An efficient asymmetric synthesis of oxindole‐pyrazolone adducts via organocatalytic Mannich reaction of 1‐phenyl‐1H‐pyrazol‐5(4H)‐ones with ketimine derivatives derived from isatins, followed by sequential electrophilic fluorination, has been developed. This approach offers a facile way to prepare chiral 3‐amino‐3‐(4‐fluoropyrazol‐4‐yl)‐substituted oxindole derivatives with a wide range of functional group tolerance.

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Enantioselective Organocatalytic Mannich Reaction and Fluorination Sequence of Pyrazolones to Isatin‐derived Ketimines

Jung

Park

Kim

2018

Bulletin Korean Chem Soc

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Pd‐Catalyzed Asymmetric Synthesis of 3,4‐Dihydroisoquinolinones From N‐Ts‐Benzamides and 1,3‐Dienes

Kim

Youn

2021

Bulletin Korean Chem Soc

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Organocatalytic Enantioselective Cycloaddition of o‐Quinone Methides with Oxazolones: Asymmetric Synthesis of Dihydrocoumarins

Kim

Jang

2020

ChemistrySelect

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The organocatalytic enantioselective cycloaddition of ortho‐quinone methides with oxazolones promoted by a chiral binaphthyl‐modified squaramide bifunctional organocatalyst was developed, allowing an efficient synthesis of chiral dihydrocoumarins with excellent enantioselectivity (up to 97 % ee). This approach represents a practical method for the preparation of chiral 3,4‐dihydrocoumarin derivatives.

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Catalytic Enantioselective Alkylation of β‐Keto Esters with Xanthydrol in the Presence of Chiral Palladium Complex

Cited by 4 publications

References 30 publications

Enantioselective Organocatalytic Mannich Reaction and Fluorination Sequence of Pyrazolones to Isatin‐derived Ketimines

Enantioselective Organocatalytic Mannich Reaction and Fluorination Sequence of Pyrazolones to Isatin‐derived Ketimines

Pd‐Catalyzed Asymmetric Synthesis of 3,4‐Dihydroisoquinolinones From N‐Ts‐Benzamides and 1,3‐Dienes

Organocatalytic Enantioselective Cycloaddition of o‐Quinone Methides with Oxazolones: Asymmetric Synthesis of Dihydrocoumarins

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