Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments. Recommanded Product: Pd2(DBA)3. Introducing a new discovery about 52409-22-0, Name is Pd2(DBA)3
Enantioselective access to gamma-all-carbon quaternary center-containing cyclohexanones by palladium-catalyzed desymmetrization
An efficient desymmetrization of -quaternary carbon-containing cyclohexanones using readily available Pd/(S)-tBuPhox and benzylamine as dual catalysts is reported. We describe herein the development of the reaction, exploration of the substrate scope, and studies on the reaction mechanism. The intramolecular coupling reaction leads to the formation of bicyclo[3.3.1]nonanones with a quaternary carbon bridgehead in synthetically useful yields (up to 98%) with high enantioselectivities (up to 98:2 er) and good functional group tolerance (>30 examples). Significantly, aryl and alkenyl bromides as well as less reactive triflates are all compatible substrates for this process. The synthetic versatility of this strategy is demonstrated by scale-up synthesis and diverse transformations of the products into valuable building blocks, including quaternary center-containing dihydronaphthalenes, ring-fused indoles and lactones, tetralones, and 6,6,5-tricycles. Mechanistic studies by computational calculations provide insights into the role of benzylamine in accelerating the reaction rate and enhancing the enantioselectivities.
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Recommanded Product: Pd2(DBA)3, you can also check out more blogs about52409-22-0
Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method