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Pd-Catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allylstannanes

preprint
submitted on 21.03.2020 and posted on 23.03.2020 by Yuki Kayashima, Masaaki Komatsuda, Kei Muto, Junichiro Yamaguchi
A dearomative C4-allylation of benzyl ammoniums with allylstannanes by a palladium catalysis is described. A triarylphosphine-ligated palladium catalyst, which is capable of cleaving benzylic C–N bonds, realized facile dearomative reactions with C4 selectivity. Combined with precedented C2- and C3-selective functionalizations of benzyl amine derivatives, the present reaction can provide a new synthetic option for the synthesis of multi-substituted alicyclic compounds as well as aromatic compounds.

History

Email Address of Submitting Author

junyamaguchi@waseda.jp

Institution

Waseda University

Country

Japan

ORCID For Submitting Author

0000-0002-3896-5882

Declaration of Conflict of Interest

No competing financial interests have been declared.

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