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Synfacts 2017; 13(01): 0043
DOI: 10.1055/s-0036-1589729
DOI: 10.1055/s-0036-1589729
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Palladium-Catalyzed Asymmetric Synthesis of α,α-Disubstituted Allylic N-Arylamines
Cai A, Guo W, * Martínez-Rodríguez L, Kleij AW. * The Barcelona Institute of Science and Technology and Catalan Institute of Research
and Advanced Studies, Barcelona, Spain
Palladium-Catalyzed Regio- and Enantioselective Synthesis of Allylic Amines Featuring Tetrasubstituted Tertiary Carbons.
J. Am. Chem. Soc. 2016;
138: 14194-14197
Palladium-Catalyzed Regio- and Enantioselective Synthesis of Allylic Amines Featuring Tetrasubstituted Tertiary Carbons.
J. Am. Chem. Soc. 2016;
138: 14194-14197
Further Information
Publication History
Publication Date:
19 December 2016 (online)
Significance
The synthesis of α,α-disubstituted allylic amines is quite challenging. The authors report a palladium-catalyzed regio- and enantioselective allylic amination of vinyl cyclic carbonates with nonactivated aromatic amines to give the corresponding α,α-disubstituted allylic N-arylamines in good to excellent yields and high enantioselectivities.
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Comment
The method is very simple and uses readily available starting materials. The amine products can serve as chiral building blocks for natural products and biologically active molecules.
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