Catalytic Enantioselective Hydrovinylation of Trialkylsilyloxy and Acetoxy-1,3-Dienes: Cationic Co(I) Complexes for the Synthesis of Chiral Enolate Surrogates and Their Applications for Synthesis of Ketones and Cross-Coupling Reagents in High Enantiomeric Purity.

ABSTRACT: (E)-2-Trialkylsilyloxy-1,3-dienes and the corresponding 2-acetoxy derivatives participate in cobalt-catalyzed heterodimerization reactions with ethylene, giving mostly 4,1-hydrovinylation products with addition of the vinyl group to C₄ and H at C₁ of the diene. The reaction, which gives highly functionalized, protected enolates, is best carried out at room temperature with the diene dissolved in methylene chloride and ethylene delivered from a balloon in the presence of a catalyst generated in situ by the reaction of (P~P)CoCl₂ with methylaluminoxane (MAO). Commercially available chiral ligands, 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis-(diphenylphosphino)butane (DIOP) and 2,4-bis-diphenylphosphinopentane (BDPP) in combination w

SUBMITTER: Biswas S 

PROVIDER: S-EPMC9473525 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature