916042-79-0Relevant academic research and scientific papers
Synthesis of optically active condensed tetrahydropyridines from α-amino esters
Faltz, Heike,Bender, Christoph,Liebscher, Juergen
, p. 2907 - 2922 (2008/02/05)
Optically active condensed dihydropyridones 6 could be synthesized from α-amino esters 2 or 3 and o-bromobenzyl bromides or heterocyclic analogues 1. These products resemble isoquinoline and β-carboline alkaloid structures and could be stereoselectively t
Application of peptidyl radicals into a new radical cascade leading to unsaturated γ-lactams
Andrukiewicz, Robert,Loska, Rafal,Prisyahnyuk, Vladimir,Stalinski, Krzysztof
, p. 1552 - 1554 (2007/10/03)
Radical cyclization of dipeptides 1a-h proceeds smoothly to give five- and seven-membered rings in good to moderate total yields using Stork's catalytic tin hydride method. A radical is generated on a protecting group and translocated to the peptide moiety. Following a cyclization reaction, the vinyl radical can abstract hydrogen from a benzyl group on an amine, which results in elimination of the protected amine group. Encouraging results have notably been obtained with amino acids other than glycine.
