textjournal article
Vinylogous Mukaiyama–Michael Reactions of Dihydropyridinones
Abstract
An In(III)-catalyzed vinylogous addition of <i>O</i>-silyl vinylketene acetals to 2,3-dihydro-4-pyridinones has been developed. The method features the unprecedented employment of supersilyl groups to influence the γ versus α regiochemical control of vinylogous Mukaiyama–Michael (vM−Michael) reactions when γ-substituted <i>O</i>-silyl vinylketene acetals are used. We also demonstrate that these reactions allow facile access to quinolizidine-based alkaloids such as deoxynupharidine and well as lasubine I and II- Text
- Journal contribution
- Biophysics
- Biochemistry
- Cell Biology
- Genetics
- Molecular Biology
- Evolutionary Biology
- Immunology
- Developmental Biology
- Mathematical Sciences not elsewhere classified
- deoxynupharidine
- influence
- vM
- supersilyl groups
- alkaloids
- employment
- Vinylogou
- access
- method features
- lasubine
- acetal
- vinylogou
- vinylketene
- II
- DihydropyridinonesAn
- Mukaiyama
- α regiochemical control
- dihydro
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Last time updated on 12/02/2018
This paper was published in The Francis Crick Institute.
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