91143-62-3Relevant academic research and scientific papers
Synthesis of arylglycine and mandelic acid derivatives through carboxylations of α-amido and α-acetoxy stannanes with carbon dioxide
Mita, Tsuyoshi,Sugawara, Masumi,Hasegawa, Hiroyuki,Sato, Yoshihiro
experimental part, p. 2159 - 2168 (2012/06/01)
Incorporation reactions of carbon dioxide (CO2) with N-Boc-α-amido and α-acetoxy stannanes were developed using CsF as a mild tin activator. Monoprotected α-amido stannanes could be used, and the corresponding arylglycine derivatives were obtained in moderate-to-high yields under 1 MPa (10 atm) of CO2 pressure. α-Acetoxy stannanes also underwent carboxylation to afford mandelic acid derivatives in excellent yields under ambient CO2 pressure. Both transformations enabled the synthesis of α-tertiary and α-quaternary carboxylic acid derivatives. In addition, the chirality of (S)-N-tert-butylsulfonyl-α- amido stannanes was transferred with up to 90% inversion of configuration at 100 °C.
Electron-transfer Processes: Oxidation of Arylacetic Acids by Peroxydisulphate in Acetic Acid
Giordano, Claudio,Beili, Aldo,Citterio, Attilio,Minisci, Francesco
, p. 1574 - 1576 (2007/10/02)
The oxidation of arylacetic acids by peroxydisulphate in acetic acid media in the presence of potassium and copper(II) acetates leads to the corresponding benzylacetates.The mechanism of the reaction is rationalized by the occurrence of two pathways: the intermediate formation of aromatic radical cations or the direct decarboxylation of the arylacetate ion.The importance of acetic acid as reaction medium is stressed.
