MICHAEL-TYPE ADDITIONS TO α,β-ENOYLIRON(CYCLOPENTADIENYL)DICARBONYL COMPLEXES AND ITS APPLICATION TO β-LACTAM SYNTHESIS
作者:Iwao Ojima、Hyok Boong Kwon
DOI:10.1246/cl.1985.1327
日期:1985.9.5
Michael-type additions of amines and thiols to α,β-enoyliron(cyclopentadienyl)dicarbonyl complexes were carried out to give the corresponding new β-aminoalkanoyl- and β-thioalkanoyliron complexes in good to excellent yields. A β-aminoalkanoyliron complex was treated with bromine in the presence of triethylamine to give the expected β-lactam in an excellent yield.
Asymmetric synthesis of β-lactams and pseudopeptides via stereoselective conjugate additions of lithium (α-methylbenzyl)allylamide to α,β-unsaturated iron acyl complexes
作者:Stephen G. Davies、Narciso M. Garrido、Paul A. McGee、John P. Shilvock
DOI:10.1039/a906633k
日期:——
undergoes stereoselective conjugate additions to α,β-unsaturated iron acyl complexes 3a–c to afford β-amino iron acyl adducts 5a–c and 6a–c. These adducts may be deallylated smoothly using palladium(0) catalysis providing the corresponding homochiral secondary amines 7a–c which, upon oxidative decomplexation with bromine or N-bromosuccinimide, undergo direct β-lactam ring formation. The diastereoselectivity