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.
The decarboxylative strecker reaction
Das, Deepankar,Richers, Matthew T.,Ma, Longle,Seidel, Daniel
scheme or table, p. 6584 - 6587 (2012/01/19)
α-Amino acids react with aldehydes in the presence of a cyanide source to form α-amino nitriles in what can be considered a decarboxylative variant of the classical Strecker reaction. This unprecedented transformation does not require the use of a metal catalyst and provides facile access to valuable α-amino nitriles that are inaccessible by traditional Strecker chemistry.
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
