Synthesis of ferrocene tethered open and macrocyclic bis-beta-lactams and bis-beta-amino acid derivatives.
New bioorganometallic ferrocene derivatives are synthesized through a Diversity Oriented Synthesis strategy. Easily available ferrocene bisimines have been transformed into open ferrocenyl bis-beta-lactams. These compounds have demonstrated to be versatile synthons used in further transformations into new ferrocene bis-beta-amino acids. Carefully selected substituents submitted to ring closing metathesis (RCM) and Cu-catalyzed oxidative alkyne coupling conditions have also allowed the conversion of open substrates into ferrocenic macrocyclic bis-beta-lactams.
Sierra
Miguel A
MA
Departamento de Química Orgánica I. Universidad Complutense de Madrid. Avda, Complutense s/n. 28040. Madrid. Spain. sierraor@quim.ucm.es
Rodríguez-Fernández
Mamen
M
Casarrubios
Luis
L
Gómez-Gallego
Mar
M
Allen
Charles P
CP
Mancheño
María José
MJ
D002384:Catalysis; D003300:Copper / Q000737:chemistry; D005296:Ferrous Compounds / Q000737:chemistry*; D047029:Lactams, Macrocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D000075163:Metallocenes; D010084:Oxidation-Reduction
D005296:Ferrous Compounds; D047029:Lactams, Macrocyclic; D000075163:Metallocenes; D003300:Copper; C004998:ferrocene