Nonsilyl bicyclic secondary amine catalyzed Michael addition of nitromethane to β,β-disubstituted α,β-unsaturated aldehydes

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dc.contributor.author Kumar, Rohtash
dc.contributor.author Avinash, Avinash
dc.contributor.author Mehta, Ronak
dc.contributor.author Appayee, Chandrakumar
dc.coverage.spatial United Kingdom
dc.date.accessioned 2025-05-01T15:06:28Z
dc.date.available 2025-05-01T15:06:28Z
dc.date.issued 2025-04
dc.identifier.citation Kumar, Rohtash; Avinash, Avinash; Mehta, Ronak and Appayee, Chandrakumar, "Nonsilyl bicyclic secondary amine catalyzed Michael addition of nitromethane to β,β-disubstituted α,β-unsaturated aldehydes" Organic & Biomolecular Chemistry, DOI: 10.1039/D5OB00277J, Apr. 2025.
dc.identifier.issn 1477-0520
dc.identifier.issn 1477-0539
dc.identifier.uri https://doi.org/10.1039/D5OB00277J
dc.identifier.uri https://repository.iitgn.ac.in/handle/123456789/11365
dc.description.abstract The asymmetric Michael addition of nitroalkanes to β,β-disubstituted α,β-unsaturated aldehydes is a useful method for the construction of all-carbon quaternary stereocenters. Nonsilyl bicyclic secondary amine organocatalysts were employed in reactions involving a wide range of β,β-disubstituted α,β-unsaturated aldehydes with nitroalkanes to achieve products with all-carbon quaternary stereocenters in up to 69% yield and 95% ee. The scalability of this methodology was demonstrated at the 5.1 mmol scale. The synthetic utility of this methodology is showcased through the concise asymmetric synthesis of methsuximide, an anticonvulsant drug.
dc.description.statementofresponsibility by Rohtash Kumar, Avinash Avinash, Ronak Mehta and Chandrakumar Appayee
dc.language.iso en_US
dc.publisher Royal Society of Chemistry
dc.title Nonsilyl bicyclic secondary amine catalyzed Michael addition of nitromethane to β,β-disubstituted α,β-unsaturated aldehydes
dc.type Article
dc.relation.journal Organic & Biomolecular Chemistry


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