76618-92-3Relevant academic research and scientific papers
Efficient α-Alkylation of Arylacetonitriles with Secondary Alcohols Catalyzed by a Phosphine-Free Air-Stable Iridium(III) Complex
Panda, Surajit,Saha, Ratnakar,Sethi, Subrat,Ghosh, Rahul,Bagh, Bidraha
, p. 15610 - 15621 (2020/12/01)
A well-defined and readily available air-stable dimeric iridium(III) complex catalyzed α-alkylation of arylacetonitriles using secondary alcohols with the liberation of water as the only byproduct is reported. The α-alkylations were efficiently performed at 120 °C under solvent-free conditions with very low (0.1-0.01 mol %) catalyst loading. Various secondary alcohols including cyclic and acyclic alcohols and a wide variety of arylacetonitriles bearing different functional groups were converted into the corresponding α-alkylated products in good yields. Mechanistic study revealed that the reaction proceeds via alcohol activation by metal-ligand cooperation with the formation of reactive iridium-hydride species.
Enantioselective Rhodium-Catalyzed Allylic Alkylation of Prochiral α,α-Disubstituted Aldehyde Enolates for the Construction of Acyclic Quaternary Stereogenic Centers
Wright, Timothy B.,Evans, P. Andrew
supporting information, p. 15303 - 15306 (2016/12/09)
A highly enantioselective rhodium-catalyzed allylic alkylation of prochiral α,α-disubstituted aldehyde enolates with allyl benzoate is described. This protocol provides a novel approach for the synthesis of acyclic quaternary carbon stereogenic centers and it represents the first example of the direct enantioselective alkylation of an aldehyde enolate per se. The versatility of the α-quaternary aldehyde products is demonstrated through their conversion to a variety of useful motifs applicable to target-directed synthesis. Finally, mechanistic studies indicate that high levels of asymmetric induction are achieved from a mixture of prochiral (E)- and (Z)-enolates, which provides an exciting development for this type of transformation.
Amino(oxo) acetic acid protein tyrosine phosphatase inhibitors
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, (2008/06/13)
Compounds of formula (I) or therapeutically acceptable salts thereof, are protein tyrosine kinase PTP1B inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of diseases using the compounds are disclosed.
Solvolysis of 2-Cyclohexyl-2-phenylethyl Tosylates Substituted at the Phenyl Ring
Krstic, Vera,Muskatirovic, Milan
, p. 1637 - 1650 (2007/10/02)
The solvolysis of 2-cyclohexyl-2-phenylethyl tosylates substituted at the phenyl ring by X= p-H (1), p-NO2, p-IO2, p-CN, p-COCH3, m-Cl, m-F, p-Cl, p-Br, p-CH3, and p-OCH3 (2a-k) in ethanol, acetic acid, and formic acid has been investigated.The total rate constants kt were determined and the obtained values together with corresponding Hammett ? constants were used to calculate the rate constants kΔ (for aryl-assisted reactions) and ks (for non-assisted reactions).The acetolysis values FkΔ and ks of 2-cyclohexyl-2-phenylethyl tosylate (1) at 100 deg C are in good agreement with those formerly obtained on the basis of product analysis.
