81815-43-2

Upstream product

• 4091-39-8 3-chloro-2-butanone 
• 108-91-8 cyclohexylamine 

Downstream Products

• 134431-62-2 (3S,3aR,9bS)-4-Cyclohexyl-7,8-dimethoxy-3,3a-dimethyl-3a,9b-dihydro-3H,4H-furo[3,4-c]isoquinoline-1,5-dione 
• 134431-61-1 (3R,3aS,9bR)-4-Cyclohexyl-3,3a-dimethyl-3a,9b-dihydro-3H,4H-furo[3,4-c]isoquinoline-1,5-dione 
• 134431-55-3 (3S,4S)-3-(1-Chloro-ethyl)-2-cyclohexyl-3-methyl-1-oxo-1,2,3,4-tetrahydro-isoquinoline-4-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Highly stereoselective synthesis of β-lactams utilizing α-chloroimines as new and powerful chiral inductors

A study was conducted to demonstrate stereoselective synthesis of βlactams by using α-chloroimines as chiral inductors. The study is based on the mechanistic rationale of the [2 + 2]-cycloaddition of ketenes and imines, and used α-chloroimines as chiral inductors for the synthesis of azetidin-2-ones. The study found that α-chloroimines are the powerful chiral inductors for the stereoselective Staudinge synthesis of β-lactams. The study applied (S)-α-chloroaldimines for the synthesis for novel 4-(1-chloroethyl)-β-lactams in high diastereomeric and enantiomeric excess. N-(2-chloro-1-methylpropylidene)-amines was prepared in the study through condensation of racemic 3-chloro-2-butanone and primary amines with addition of titanium (IV) chloride in THF.