103733-13-7

Upstream product

• 127055-13-4 (3S,4R)-4-((E)-1,2-Diphenyl-vinyl)-3-ethyl-1-(4-methoxy-phenyl)-3-phenylsulfanyl-azetidin-2-one 
• 88315-63-3 (E)-4-methoxy-N-((E)-3-phenylallylidene)aniline 
• 80542-40-1 N-cinnamylidene-p-anisidine 
• 3196-15-4 Methyl 2-bromobutyrate 
• 127055-12-3 3-Ethyl-1-(4-methoxy-phenyl)-3-phenylsulfanyl-4-((E)-styryl)-azetidin-2-one 
• 127055-09-8 N-(α-Phenylcinnamylidene)-p-anisidine 
• 104-94-9 4-methoxy-aniline 
• 14371-10-9 (E)-3-phenylpropenal 
• 19337-34-9 thiobutyric acid S-pyridin-2-yl ester 

Downstream Products

• 103733-19-3 (3R,4S)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-((E)-styryl)-azetidin-2-one 
• 103733-14-8 (+/-)-cis-3-ethyl-4-(β-styryl)-2-azetidinone 

Relevant academic research and scientific papers

The synthesis of β-lactams via a one-pot Reformatsky reaction of imines promoted by Zn/Cp2TiCl2 (cat.)

In the presence of Zn/Cp2TiCl2 (cat.) α-bromoacetates, γ-bromocrotonates or α-bromomethylacrylates react with imines in one-pot to form β-lactams, 3-vinyl-β-lactams or α-methylene-γ-lactams, respectively, at room temperature without

Synthesis of β-lactams by condensation of titanium enolates of 2-pyridylthioesters with imines. Influence of the imine structure on the trans/cis stereoselectivity

The condensation of the titanium enolates of C-2 alkyl substituted 2-pyridylthioesters with imines affords β-lactams in trans/cis ratios that largely depend on the structure of the C-imine residue. Bulky and non-chelating heteroatom-containing groups lead to the formation of trans β-lactams, while sterically non-requiring or chelating groups favour the formation of the cis-products. On the basis of NMR evidences a rationale is proposed to account for the observed stereoselectivity.

MILD AND CONVENIENT ONE-POT SYNTHESIS OF β-LACTAMS BY CONDENSATION OF TITANIUM ENOLATES OF 2-PYRIDYLTHIOESTERS WITH IMINES

Treatment of 2-pyridylthioesters with triethylamine in the presence of titanium tetrachloride affords titanium enolates that add to imines to give β-lactams in fair to excellent yields with moderate to good stereoselectivity.

Alkyl(phenylthio)ketenes as Synthetic Equivalents of Monoalylketenes: A Concise General Route To 3-Alkyl β-Lactams as Carbapenem Building-Blocks

The dehydrochlorination of α-phenylthioalkanoyl chlorides with triethylamine in presence of imines produced a high yield formation of α-phenylthio β-lactams which upon desulfuration furnished a wide variety of 3-alkyl β-lactams in a high stereoselective f

The Reformatsky Type Reaction of Gilman and Speeter in the Preparation of Valuable β-Lactams in Carbapenem Synthesis: Scope and Synthetic Utility

The preparation of apppropriately substituted 3-alkyl β-lactams from the Reformatsky type reaction of Gilman and Speeter is described.Treatment of Schiff bases derived from α-methylcinnamaldehyde and amines with ethyl α-bromobutyrate or ethyl α-bromoisova