57479-11-5Relevant articles and documents
Enantioselective Synthesis of Biaryl Atropisomers by Pd-Catalyzed C?H Olefination using Chiral Spiro Phosphoric Acid Ligands
Luo, Jun,Zhang, Tao,Wang, Lei,Liao, Gang,Yao, Qi-Jun,Wu, Yong-Jie,Zhan, Bei-Bei,Lan, Yu,Lin, Xu-Feng,Shi, Bing-Feng
supporting information, p. 6708 - 6712 (2019/04/26)
The discovery of proper ligands to simultaneously modulate the reactivity and effectively control the stereoselectivity is a central topic in the field of enantioselective C?H activation. Herein, we reported the synthesis of axially chiral biaryls by Pd-catalyzed atroposelective C?H olefination. A novel chiral spiro phosphoric acid, STRIP, was identified as a superior ligand for this transformation. A broad range of axially chiral quinoline derivatives were synthesized in good yields with excellent enantioselectivities (up to 98 % ee). Density functional theory was used to gain a theoretical understanding of the enantioselectivities in this reaction.
Copper-Catalyzed Coupling of Triaryl- and Trialkylindium Reagents with Aryl Iodides and Bromides through Consecutive Transmetalations
Thapa, Surendra,Gurung, Santosh K.,Dickie, Diane A.,Giri, Ramesh
supporting information, p. 11620 - 11624 (2016/02/19)
An efficient copper(I)-catalyzed coupling of triaryl and trialkylindium reagents with aryl iodides and bromides is reported. The reaction proceeds at low catalyst loadings (2 mol %) and generally only requires 0.33 equivalents of the triorganoindium reagent with respect to the aryl halide as all three organic nucleophilic moieties of the reagent are transferred to the products through consecutive transmetalations. The reaction tolerates a variety of functional groups and sterically hindered substrates. Furthermore, preliminary mechanistic studies that entailed the synthesis and characterization of potential reaction intermediates offered a glimpse of the elementary steps that constitute the catalytic cycle.
METHOD FOR PRODUCING UNSATURATED ORGANIC COMPOUND
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Page/Page column 12, (2011/04/14)
A method for producing an unsaturated organic compound represented by the formula (3): [in-line-formulae](Y1)m-1—R1—R2—(Y2)n-1??(3)[/in-line-formulae] wherein Y1 represents R2 or X1, and Y2 represents R1 or B(X2)2, which comprises reacting a compound represented by the formula (1): [in-line-formulae]R1(X1)m??(1)[/in-line-formulae] wherein R1 represents an aromatic group or the like, X1 represents a leaving group and m represents 1 or 2, with a compound represented by the formula (2): [in-line-formulae]R2{B(X2)2}n??(2)[/in-line-formulae] wherein R2 represents an aromatic group or the like, X2 represents a hydroxyl group or the like, and n represents 1 or 2, in the presence of(a) a nickel compound selected from a nickel carboxylate, nickel nitrate and a nickel halide,(b) a phosphine compound such as 1,4-bis(dicyclohexylphosphino) butane,(c) an amine selected from a primary amine and a diamine such as N,N,N′,N′-tetramethyl-1,2-ethanediamine, and(d) an inorganic base.
