14370-80-0Relevant academic research and scientific papers
Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes
Roy, Sourav,Kumar, Gourav,Chatterjee, Indranil
, p. 6709 - 6713 (2021/09/08)
A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.
Reductive Cleavage of Secondary Sulfonamides: Converting Terminal Functional Groups into Versatile Synthetic Handles
Fier, Patrick S.,Kim, Suhong,Maloney, Kevin M.
supporting information, p. 18416 - 18420 (2019/11/20)
Sulfonamides are pervasive in pharmaceuticals and agrochemicals, yet they are typically considered as terminal functional groups rather than synthetic handles. To enable the general late-stage functionalization of secondary sulfonamides, we have developed a mild and general method to reductively cleave the N-S bonds of sulfonamides to generate sulfinates and amines, components which can further react in situ to access a variety of other medicinally relevant functional groups. The utility of this platform is highlighted by the selective manipulation of several complex bioactive molecules.
Chemo- and enantioselective Bronsted acid-catalyzed reduction of α-imino esters with catecholborane
Enders, Dieter,Rembiak, Andreas,Stoeckel, Bianca Anne
supporting information, p. 1937 - 1942 (2013/08/23)
The chemo- and enantioselective reduction of α-imino esters with catecholborane has been developed employing 10 mol% of an enantiopure BINOL-based phosphoric acid as organocatalyst. Various differently substituted aromatic α-amino acid derivatives can be
A vaulted biaryl phosphoric acid-catalyzed reduction of α-imino esters: The highly enantioselective preparation of α-amino esters
Li, Guilong,Liang, Yuxue,Antilla, Jon C.
, p. 5830 - 5831 (2008/02/10)
A new method for the chiral phosphoric acid-catalyzed reduction of α-imino esters using Hantzsch ester is described. A series of 11 α-imino esters were evaluated, and it was shown that imino substrates derived from substituted aryl and alkyl keto esters could be reduced to the corresponding α-amino ester in excellent yield and in enantiomeric excesses from 94 to 99%. Catalyst loading was 5 mol % in each case, and the reactions were run with toluene as the solvent. Copyright
