Organocatalytic Activation of Donor–Acceptor Cyclopropanes: A Tandem (3+ 3)-Cycloaddition/Aryl Migration toward the Synthesis of Enantioenriched …

A Hazra, R Dey, A Kushwaha, TJ Dhilip Kumar… - Organic …, 2023 - ACS Publications
An organocatalytic enantioselective (3+ 3)-cycloaddition reaction of racemic cyclopropane
carbaldehydes and aryl hydrazones has been demonstrated for the first time. A wide range
of enantioenriched tetrahydropyridazines with an exocyclic double bond were obtained with
moderate to good yields and good to excellent enantiomeric excesses. Mechanistic
investigations hinted toward a matched/mismatched kinetic resolution, and control
experiments and DFT calculations unveiled that 1, 3-aryl migration was concerted and …

Organocatalytic Activation of Donor–Acceptor Cyclopropanes: A Tandem (3+ 3)-Cycloaddition/Aryl Migration toward the Synthesis of Enantioenriched …

P Banerjee, A Hazra, A Kushwaha, TJD Kumar, R Dey - 2024 - dspace.iitrpr.ac.in
An organocatalytic enantioselective (3+ 3)-cycloaddition reaction of racemic cyclopropane
carbaldehydes and aryl hydrazones has been demonstrated for the first time. A wide range
of enantioenriched tetrahydropyridazines with an exocyclic double bond were obtained with
moderate to good yields and good to excellent enantiomeric excesses. Mechanistic
investigations hinted toward a matched/mismatched kinetic resolution, and control
experiments and DFT calculations unveiled that 1, 3-aryl migration was concerted and …
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