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Two methods are reported for the 1,2‐ and 1,1‐arylboration of α‐methyl vinyl arenes. In the case of 1,2‐arylboration, the formation of a quaternary center occurred through a rare cross‐coupling reaction of a tertiary organometallic complex. 1,1‐Arylboration was enabled by catalyst optimization and occurred through a β‐hydride elimination/reinsertion cascade. Enantioselective variants of both processes are presented as well as mechanistic investigations. Keep your options open: Methods were developed for both the 1,2‐ and 1,1‐arylboration of α‐alkyl alkenyl arenes, including enantioselective variants. The formation of quaternary centers by 1,2‐arylboration occurred through a rare cross‐coupling of a tertiary organometallic complex (see scheme). 1,1‐Arylboration was enabled by catalyst optimization and occurred through a β‐hydride elimination/reinsertion cascade. [ABSTRACT FROM AUTHOR]

A Ni-catalyzed method for arylboration is disclosed. The method allows for highly stereoselective arylboration of unactivated alkenes. The reactions utilize a simple Ni-catalyst and work with a broad range of alkenes and aryl bromides. The products represent useful intermediates for chemical synthesis due to the versatility of the C -- B bond. Preliminary mechanistic details of the method are also disclosed. [ABSTRACT FROM AUTHOR]

A method for the catalytic enantioselective arylboration of alkenylarenes is disclosed. The reaction leads to the formation of 1,1-diarylalkanes that also incorporate an additional pinacol boronic ester which can be easily transformed to a variety of groups. The products are formed with excellent diastereoselectivities and enantioselectivities. [ABSTRACT FROM AUTHOR]

A method for the diastereoselective carboboration of 1,2-disubstituted styrenes with aryl/vinyl bromides and (Bpin)2 is reported. High diastereoselectivities and yields are observed for the formation of either diastereomer of the product from a single alkene isomer. These reactions provide access to a diverse range of structures from simple starting materials. [ABSTRACT FROM AUTHOR]

A diagram is presented which shows the synergistic catalysis of copper/palladium for the anti- and syn-selective carboboration of alkenes.

Two methods are reported for the 1,2- and 1,1-arylboration of α-methyl vinyl arenes. In the case of 1,2-arylboration, the formation of a quaternary center occurred through a rare cross-coupling reaction of a tertiary organometallic complex. 1,1-Arylboration was enabled by catalyst optimization and occurred through a β-hydride elimination/reinsertion cascade. Enantioselective variants of both processes are presented as well as mechanistic investigations., (© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

A synergistic Pd/Cu system for the coupling of alkenes, (Bpin)2 (pin = pinacolate), and aryl/vinyl bromides is disclosed. This method allows for the catalytic generation of secondary Csp(3)-Cu nucleophiles in situ and subsequent Pd-catalyzed cross-coupling., (© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)