72219-09-1Relevant articles and documents
Ruthenium and Iron-Catalysed Decarboxylative N-alkylation of Cyclic Α-Amino Acids with Alcohols: Sustainable Routes to Pyrrolidine and Piperidine Derivatives
Afanasenko, Anastasiia,Hannah, Rachael,Yan, Tao,Elangovan, Saravanakumar,Barta, Katalin
, p. 3801 - 3807 (2019/07/31)
A modular and waste-free strategy for constructing N-substituted cyclic amines via decarboxylative N-alkylation of α-amino acids employing ruthenium- and iron-based catalysts is presented. The reported method allows the synthesis of a wide range of five- and six-membered N-alkylated heterocycles in moderate-to-excellent yields starting from predominantly proline and a broad range of benzyl alcohols, and primary and secondary aliphatic alcohols. Examples using pipecolic acid for the construction of piperidine derivatives, as well as the one-pot synthesis of α-amino nitriles, are also shown.
Synthesis of α-CN and α-CF3 N-heterocycles through tandem nucleophilic additions
Han, Junbin,Xu, Bo,Hammond, Gerald B.
supporting information; experimental part, p. 3450 - 3453 (2011/08/07)
Using a readily available secondary aminoalkyne as starting material, a powerful strategy was discovered to prepare precursors of biologically important unnatural cyclic aminoacids and fluorinated N-heterocycles with important ring sizes (e.g., 5-7) in a
Cyclization via carbolithiation of α-amino alkyllithium reagents
Bahde, Robert J.,Rychnovsky, Scott D.
supporting information; experimental part, p. 4017 - 4020 (2009/06/18)
(Chemical Equation Presented) We report a new route to tertiary α-amino stereocenters by sequential alkylation of α-amino nitriles followed by reductive lithiation of the nitrile and cycllzation onto an alkene. Reductive lithiation of α-amino nitriles usi