An expedient synthesis of 6-arylpiperidine-2, 4-diones by chain-extension of β-aryl-β-aminoacids
N Leflemme, P Dallemagne, S Rault
Index: Leflemme, Nicolas; Dallemagne, Patrick; Rault, Sylvain Tetrahedron Letters, 2001 , vol. 42, # 51 p. 8997 - 8999
Full Text: HTML
Citation Number: 19
Abstract
The synthesis of novel 6-arylpiperidine-2, 4-diones is described in five steps starting from β- aryl-β-aminoacids via the chain extension of the latter into δ-aryl-δ-amino-β-ketoacids. The chemical pathway involves an acylation of Meldrum's acid and yields useful building blocks for heterocyclic chemistry.
Related Articles:
Chemoenzymatic synthesis of both enantiomers of 3-hydroxy-and 3-amino-3-phenylpropanoic acid
[Varga, Annamaria; Zaharia, Valentin; Nogradi, Mihaly; Poppe, Laszlo Tetrahedron Asymmetry, 2013 , vol. 24, # 21-22 p. 1389 - 1394]
Parallel synthesis of homochiral β-amino acids
[Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D. Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1554 - 1566]
[Pharmazie, , vol. 60, # 3 p. 181 - 185]
[Bioscience, Biotechnology and Biochemistry, , vol. 70, # 8 p. 1941 - 1946]
Astins K–P, six new chlorinated cyclopentapeptides from Aster tataricus
[Tetrahedron, , vol. 69, # 37 p. 7964 - 7969]