1. Catalyst‐Controlled 1,2‐ and 1,1‐Arylboration of α‐Alkyl Alkenyl Arenes.
- Author
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Bergmann, Allison M., Dorn, Stanna K., Smith, Kevin B., Logan, Kaitlyn M., and Brown, M. Kevin
- Subjects
ALKENYL group ,METAL catalysts ,ORGANOMETALLIC compounds ,ENANTIOSELECTIVE catalysis ,METAL complexes - Abstract
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]
- Published
- 2019
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