ArticleThe Journal of organic chemistry2024
Synthesis and Application of Chiral 2-Amido and 1-Phenyl-2-amido Dienes in Diels-Alder Reactions to Access Chiral Cyclic Ketones.
Article in The Journal of organic chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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Who cites it
1 citing paper in PubMed.
- Palladium-catalyzed enantioselective dienylation of propargylic carbonates via sulfonimidamide desymmetrization.Nature communications · 2025Article
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The preparation of a focused library of chiral 2-amido and 2-amido-1-phenyl-1,3-dienes from a range of chiral oxazolidinones using palladium-catalysis is reported. This palladium-catalyzed carbon-nitrogen bond-forming reaction provides the corresponding chiral amido-dienes in moderate to excellent yields (12 examples, up to 97%). The resulting chiral amido-dienes are employed as novel dienes in Diels-Alder (DA) reactions (58 examples, up to 93:7 dr, up to 70% yield). A range of chiral cyclic ketones were accessed upon hydrolysis, affording products with high levels of enantioselectivity (up to 92% ee, up to 81% yield).
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Registered trials
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