Pd‐Catalyzed Allylic Substitution Using Nucleophilic Amines: Access to Functionalized Mono‐ and Bis‐ N ‐Allyl Synthons
Abstract: We here report a catalytic strategy to enable the decarboxylative allylic amination of vinyl cyclic carbonates using various aliphatic and nucleophilic amines. The use of a protic medium and chelating diphosphine ligands are the main drivers towards chemoselective allylic amine formation, thereby minimizing undesired ligand‐driven complex speciation and aminolysis of the involved substrate. This improved approach amplifies the repertoire of allylic amine synthons that can be prepared from a variety of substrate combinations.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Pd‐Catalyzed Allylic Substitution Using Nucleophilic Amines: Access to Functionalized Mono‐ and Bis‐ N ‐Allyl Synthons ; volume:366 ; number:22 ; year:2024 ; pages:4709-4714 ; extent:6
Advanced synthesis & catalysis ; 366, Heft 22 (2024), 4709-4714 (gesamt 6)
- Creator
- DOI
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10.1002/adsc.202400685
- URN
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urn:nbn:de:101:1-2411271348072.724185651904
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:23 AM CEST
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Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Gao, Fengyun
- Ghorai, Debasish
- Benet‐Buchholz, Jordi
- Kleij, Arjan W.
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Pd-Catalyzed Asymmetric Cross-Coupling of Allyl Carbonates and Allyl Boronates
Synthesis of 1-[bis(trifluoromethyl)phosphine]-1’-oxazolinylferrocene ligands and their application in regio- and enantioselective Pd-catalyzed allylic alkylation of monosubstituted allyl substrates
Cross‐Coupling of Allenamides and C ‐Based Nucleophiles by Pd‐Catalyzed Allylic Alkylation
Understanding the mechanism of Pd-catalyzed allylic substitution of the cyclic difluorinated carbonates
Site‐Selective (Z)‐α‐Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling
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Enzymatic Nitrene Transfer/Sigmatropic Rearrangement to Access Allylic Amines
Pd-Catalyzed Asymmetric Allylic Substitution Cascade via Desymmetrization for the Construction of Chiral Polyheterocycles
Enantioselective Pd‐Catalyzed Allylic Substitution using Phosphite‐Oxazoline PHOX‐Based Ligands containing a Methylene Linker
Recent Advances in the Direct Nucleophilic Substitution of Allylic Alcohols through SN1-Type Reactions
Stereoselective Synthesis of Tertiary Allylic Amines by Titanium‐Catalyzed Hydroaminoalkylation of Alkynes with Tertiary Amines
Pd-Catalyzed Allylic Alkylation of Ketones
Pd-Catalyzed Asymmetric Cross-Coupling of Allyl Carbonates and Allyl Boronates
Synthesis of 1-[bis(trifluoromethyl)phosphine]-1’-oxazolinylferrocene ligands and their application in regio- and enantioselective Pd-catalyzed allylic alkylation of monosubstituted allyl substrates
Cross‐Coupling of Allenamides and C ‐Based Nucleophiles by Pd‐Catalyzed Allylic Alkylation
Understanding the mechanism of Pd-catalyzed allylic substitution of the cyclic difluorinated carbonates
Site‐Selective (Z)‐α‐Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling
Site‐Selective (Z)‐α‐Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling
Enzymatic Nitrene Transfer/Sigmatropic Rearrangement to Access Allylic Amines
Pd-Catalyzed Asymmetric Allylic Substitution Cascade via Desymmetrization for the Construction of Chiral Polyheterocycles
Enantioselective Pd‐Catalyzed Allylic Substitution using Phosphite‐Oxazoline PHOX‐Based Ligands containing a Methylene Linker
Recent Advances in the Direct Nucleophilic Substitution of Allylic Alcohols through SN1-Type Reactions