4.5 Article

Organocatalyst-promoted Diastereoselective and Enantioselective Michael Addition/Hemiketalization Reaction between Hydroxymaleimide and Quinone

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ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 10, 期 7, 页码 1713-1717

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100291

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Domino reaction; Enantioselective; Hydroxymaleimides; Organocatalysts; Quinones

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The study demonstrates an organocatalyst promoted diastereoselective and enantioselective reaction, allowing for the efficient and mild synthesis of a broad range of new and versatile dihydrobenzofurans containing chiral hemiketal and succinimide frameworks. The reaction yields moderate to excellent results (up to 95%) with good to excellent enantioselectivities (up to 95 : 5 er) and diastereoselectivities (all with at least 99 : 1 dr).
An organocatalyst promoted diastereoselective and enantioselective Michael addition/hemiketalization reaction between hydroxymaleimides and quinones has been demonstrated. The catalytic protocol allows for the efficient and mild synthesis of a broad range of new and versatile dihydrobenzofurans containing chiral hemiketal and succinimide frameworks from readily available starting materials in moderate to excellent yields (up to 95%) with good to excellent enantioselectivities (up to 95 : 5 er) and diastereoselectivities (all with at least 99 : 1 dr).

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