Synthesis of Polycyclic Nitrogen Heterocycles via Cascade Pd-Catalyzed Alkene Carboamination/Diels–Alder Reactions

Synthesis of Polycyclic Nitrogen Heterocycles via Cascade Pd-Catalyzed Alkene Carboamination/Diels–Alder Reactions

Cascade Pd-catalyzed alkene carboamination/Diels–Alder reactions between bromodienes and amines bearing two pendant alkenes are described. These transformations generate 4 bonds, 3 rings, and 3–5 stereocenters to afford polycyclic nitrogen heterocycles with high diastereoselectivity.

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Veröffentlicht in:Organic letters 2015-05, Vol.17 (10), p.2378-2381
Hauptverfasser: White, Derick R, Wolfe, John P
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Amination
Catalysis
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Molecular Structure
Nitrogen - chemistry
Palladium - chemistry
Polycyclic Compounds - chemical synthesis
Polycyclic Compounds - chemistry
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Zusammenfassung:Cascade Pd-catalyzed alkene carboamination/Diels–Alder reactions between bromodienes and amines bearing two pendant alkenes are described. These transformations generate 4 bonds, 3 rings, and 3–5 stereocenters to afford polycyclic nitrogen heterocycles with high diastereoselectivity.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b00896