Nickel-Catalyzed 1,1-Aminoborylation of Unactivated Terminal Alkenes

Laura Talavera; Robert R A Freund; Huihui Zhang; Matthew Wakeling; Mara Jensen; Ruben Martin

doi:10.1021/acscatal.3c00888

Nickel-Catalyzed 1,1-Aminoborylation of Unactivated Terminal Alkenes

ACS Catal. 2023 Apr 10;13(8):5538-5543. doi: 10.1021/acscatal.3c00888. eCollection 2023 Apr 21.

Authors

Laura Talavera^{1

2}, Robert R A Freund¹, Huihui Zhang^{1

2}, Matthew Wakeling¹, Mara Jensen¹, Ruben Martin^{1

3}

Affiliations

¹ Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain.
² Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, c/Marcel·lí Domingo, 1, 43007 Tarragona, Spain.
³ ICREA, Passeig Lluís Companys, 23, 08010 Barcelona, Spain.

Abstract

Herein, we disclose a Ni-catalyzed 1,1-difunctionalization of unactivated terminal alkenes that enables the incorporation of two different heteroatom motifs across an olefin backbone, thus streamlining the access to α-aminoboronic acid derivatives from simple precursors. The method is characterized by its simplicity and generality across a wide number of coupling counterparts.