Asymmetric Allylic Amination of Morita–Baylis–Hillman Carbonates with Silylated tert‐Butylhydroxycarbamate Derivatives

The enantioselective amination of Morita–Baylis–Hillman carbonates with silylated derivatives of tert‐butylhydroxycarbamates using β‐isocupreidine as an organocatalyst was investigated. The corresponding products were obtained in good yields with high enantioselectivities. The scope and limitations...

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Veröffentlicht in:European journal of organic chemistry 2017-04, Vol.2017 (14), p.1926-1930
Hauptverfasser: Kamlar, Martin, Císařová, Ivana, Hybelbauerová, Simona, Veselý, Jan
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Sprache:eng
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Zusammenfassung:The enantioselective amination of Morita–Baylis–Hillman carbonates with silylated derivatives of tert‐butylhydroxycarbamates using β‐isocupreidine as an organocatalyst was investigated. The corresponding products were obtained in good yields with high enantioselectivities. The scope and limitations of the reported protocol were explored, and representative transformations of the adducts toward heterocyclic compounds were highlighted. The enantioselective amination of Morita–Baylis–Hillman carbonates with silylated derivatives of tert‐butylhydroxycarbamates by using β‐isocupreidine (β‐ICD) as an organocatalyst is described. The scope and limitations of the reported protocol are outlined, and representative transformations of the adducts toward heterocyclic compounds are highlighted.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201700222