The schematic shows the strategies that induce high regioselectivity in transition metal. Nature Chemistry is a credit.
The new "catalyst control" plan developed by NUS chemists allows the reaction to proceed in the absence of directing or triggering groups to access valuable sp3- hybridized carbon frameworks.
Multicomponent catalytic processes that can form multiple carbon-carbon bonds in a single step under mild conditions are highly sought after. One such class of reactions involves the transition-metal-catalyzed industrialization of the units. The ability to control the regioselectivity of olegiofin addition is a key challenge. Poor regiochemical control is a problem in reactions involving the less reactive aliphatic alkenes. "substrate control" and "auxiliary control" strategies were used to implement efficient and site-selective dicarbofunctionalizations. Both approaches require contrived modifications which are more expensive, produce more waste and limit practicality.
A research team led by Prof. Koh Ming Joo from the Department of Chemistry at the National University of Singapore has developed a regime that eliminates the need for pre-installed functions. This was accomplished by using a dimeric nickel(I) catalyst that was sterically encumbered and which would first react with an aryl triflate and undergo branched-selective carbonickelation. The desired adduct is furnished with a Grignard or zinc reagent after transmetallation. The regiochemical outcome of these transformations is supported by density functional theory calculations performed by Prof. Osvaldo Gutierrez, who is currently at Texas A&M University.
The schematic shows the development of a catalyst-controlled regime that promotes efficient and site-selective dicarbofunctionalization of alkenes in the absence of any directing groups. Nature Chemistry is a credit.
The new Ni-catalyzed method doesn't need to be pre-introduced to enhance reaction efficiency or control the regioselectivity of dicarbofunctionalization. The merits of this include cost savings, step economy and waste reduction.
The assembly of drug-like building blocks for compound library screening can be accelerated by our catalytic system. We expect the concept ofcatalyst control that we conceived in our study to pave the way for the future development of general alkene addition processes that don't rely on activated units within the substrate for high efficiency and selectivity.
The research team is working on the synthesis of enantioenriched compounds.
H. Wang and his team have published a paper on directing-group-free catalytic dicarbofunctionalization of unactivated alkenes.
Nature chemistry journal information.
Directing group-free alkene dicarbofunctionalization through catalyst control was retrieved on December 27th, 2021.
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