109667-63-2Relevant academic research and scientific papers
The Conversion of an Aziridine to a β-Lactam
Chamchaang, Wilaiporn,Pinhas, Allan R.
, p. 2943 - 2950 (2007/10/02)
A one-pot, inert atmosphere conversion of an aziridine to a β-lactam using nickel tetracarbonyl as the carbonyl source is described.In this reaction it is the less substituted carbon-nitrogen bond which is carbonylated.The proposed mechanism for this reac
A One-Pot Conversion of an Aziridine to a β-Lactam using Nickel Tetracarbonyl
Chamchaang, Wilaiporn,Pinhas, Allan R.
, p. 710 - 711 (2007/10/02)
A one-pot, inert atmosphere conversion of an aziridine to a β-lactam has been achived, using nickel tetracarbonyl, in which the less substituted C-N bond is carbonylated.
THE ASYMMETRIC SYNTHESIS OF β-LACTAMS. STEREOCONTROLLED ASYMMETRIC TANDEM MICHAEL ADDITIONS AND ALKYLATIONS OF α,β-UNSATURATED ACYL LIGANDS BOUND TO THE CHIRAL AUXILIARY 5-C5H5)Fe(CO)(PPh3)>
Davies, Stephen G.,Dordor-Hedgecock, Isabelle M.,Sutton, Kevin H.,Walker, Jonathan C.
, p. 3787 - 3790 (2007/10/02)
Michael addition of lithium benzylamide to the enantiomerically pure (S)-E-crotonyl complex of 5-C5H5)Fe(CO)(PPh3)> followed by trapping of the resultant enolate with methyl iodide or methanol occurs with high diastereoselectivity and gives after decomplexation the essentially optically pure (3R),(4S)-(-)-3,4-dimethyl- and (4S)-(-)-4-methyl-N-benzyl-β-lactams respectively.Similarly, tandem addition of lithium benzylamide and methylation of the corresponding enantiomerically pure R-(-)-acryloyl complex gave after decomplexation the essentially optically pure (3S)-(-)-3-methyl-N-benzyl-β-lactam.
STEREOSELECTIVE CONJUGATE ADDITION - ALKYLATIONS OF α,β-UNSATURUTED IRON ACYLS
Liebeskind, Lanny S.,Welker, Mark E.
, p. 3079 - 3082 (2007/10/02)
Conjugate addition and conjugate addition-alkylations proceed with very high stereoselectivity to α,β-unsaturated acyls of η5-CpFe(CO)(PPh3).Oxidative cleavage of the products provides high yields of organic acid derivatives (esters, β-lactams)
Synthesis of β-lactam antibiotics by the sulfeno-cycloamination
Ihara,Haga,Yonekura,et al.
, p. 7345 - 7352 (2007/10/02)
A novel efficient beta -lactam synthesis was achieved by two successive processes (sulfeno-cycloamination), addition of phenysulfenyl chloride to alpha , beta -unsaturated amides followed by base treatment. Key synthetic intermediates of monobactams and nocardicin derivatives were obtained via this method. construction of the 1-carbapenam ring system by the sulfenocycloamination is also described.
NOVEL STEREOSELECTIVE SYNTHESIS OF β-LACTAMS VIA EPISULFONIUM ION INTERMEDIATE
Ihara, Masataka,Fukumoto, Keiichiro
, p. 1435 - 1438 (2007/10/02)
A number of monocyclic β-lactams were synthesized by addition of benzenesulfonyl chloride to α,β-unsaturated olefins followed by base treatment in the presence of a phase transfer catelyst.The cyclization proceeds in a stereoselective manner most probably
