153463-27-5

Upstream product

• 40339-42-2 4-methoxy-N-[(1Z)-phenylmethylene]aniline 
• 112674-71-2 (R)-(2-oxo-4-phenyl-1,3-oxazolidin-3-yl)acetyl chloride 
• 19064-76-7 N-benzylidene-4-methoxyaniline oxide 
• 503590-46-3 (R)-3-ethynyl-4-phenyl-1,3-oxazolidin-2-one 

Downstream Products

• 146924-94-9 (3R,4S)-(+)-3-hydroxy-1-(4-methoxyphenyl)-4-phenyl-2-azetidinone 
• 153545-11-0 (S)-1-(4-Methoxy-phenyl)-4-phenyl-azetidine-2,3-dione 
• 146924-90-5 (+)-cis-(3R,4S)-3-acetoxy-1-(4-methoxyphenyl)-4-phenyl-2-azetidinone 
• 144790-01-2 (3R-cis)-3-acetyloxy-4-phenyl-2-azetidinone 

Relevant academic research and scientific papers

A highly stereoselective synthesis of chiral α-amino-β-lactams via the Kinugasa reaction employing ynamides

(Chemical Equation Presented) A highly stereoselective synthesis of chiral α-amino-β-lactam through an ynamide-Kinugasa reaction is described. In addition, a mechanistic model is illustrated here to rationalize the observed diastereoselectivity, which depends on both the initial [3 + 2] cycloaddition step and the subsequent protonation for which both are highly selective.

Asymmetric synthesis of α-keto β-lactams via [2+2] cycloaddition reaction: A concise approach to optically active α-hydroxy β-lactams and β-alkyl(aryl)isoserines

The cycloaddition reaction of the Evans-Sjogren ketenes to imines, followed by α-hydroxylation of the resulting cycloadducts provides an efficient general asymmetric synthesis of α-keto β-lactams and derivatives.