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Palladium-Catalyzed Regio- and Enantioselective Synthesis of Allylic Amines Featuring Tetrasubstituted Tertiary Carbons

Aijie Cai, Wusheng Guo*, Luis Martínez-Rodríguez and Arjan W. Kleij*

*Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Av. Paďsos Catalans 16, 43007 Tarragona, Spain, Email: wguoiciq.es, akleijiciq.es

A. Cai, W. Guo, L. Martínez-Rodríguez, A. W. Kleij, J. Am. Chem. Soc., 2016, 138, 14194-14197.

DOI: 10.1021/jacs.6b08841 (free Supporting Information)



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Abstract

A palladium-catalyzed allylic amination enables an asymmetric synthesis of α,α-disubstituted allylic N-arylamines from highly modular vinyl cyclic carbonates and unactivated aromatic amine nucleophiles. The catalytic process features minimal waste production, high asymmetric induction, and operational simplicity.

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Key Words

allylic amines, arylamines, β-amino alcohols


ID: J48-Y2016