59200-38-3Relevant academic research and scientific papers
TBSOTf-promoted versatile N-formylation using DMF at room temperature
Sakurai, Masayoshi,Kawakami, Rina,Kihara, Nobuhiro
supporting information, p. 1291 - 1294 (2019/04/10)
Hydrazides and amines were N-formylated by DMF in the presence of tert-butyldimethylsilyl triflate (TBSOTf) at room temperature, in good to excellent yields.
Triflic anhydride-mediated synthesis of oxazoles
Thalhammer, Armin,Mecinovi?, Jasmin,Schofield, Christopher J.
supporting information; experimental part, p. 1045 - 1047 (2009/05/31)
N-Acyl amino acid esters undergo triflic anhydride-mediated cyclodehydration to form oxazoles and bisoxazoles in a simple one-pot transformation.
Enantioselective Rh-catalyzed hydrogenation of N-formyl dehydroamino esters with monodentate phosphoramidite ligands
Panella, Lavinia,Aleixandre, Alicia Marco,Kruidhof, Gerlof J.,Robertus, Jort,Feringa, Ben L.,De Vries, Johannes G.,Minnaard, Adriaan J.
, p. 2026 - 2036 (2007/10/03)
Enantioselectivities up to >99% ee were achieved in the rhodium-catalyzed asymmetric hydrogenation of N-formyl dehydroamino esters using monodentate phosphoramidites as chiral ligands. The substrates were synthesized by condensation of methyl isocyanoacetate with a range of aldehydes and with cyclohexanone. A highly convenient multigram scale one step synthesis of methyl 2-(formamido)acrylate was developed. This compound was used in the synthesis of methyl 2-(formamido)cinnamate via a solvent free Heck reaction. Moreover, full conversion and >99% ee were obtained in 1 h in the hydrogenation of methyl 2-(formamido)acrylate with 0.2 mol% catalyst and 2 bar hydrogen pressure. The versatility of the formyl protection was established by its removal under mild conditions.
A simple and convenient synthesis of N-formyl amino acid esters under mild conditions
Duczek,Deutsch,Vieth,Niclas
, p. 37 - 38 (2007/10/03)
A variety of amino acid ester hydrochlorides react with cyanomethyl formate at room temperature to give the N-formyl amino acid esters in good yields and without racemization.
