37552-67-3

Upstream product

• 1613-92-9 (E)-N-benzylidene-4-toluidine 
• 3282-32-4 2-diazo-acetophenone 
• 64450-59-5 (2RS,3SR)-2,3-diphenyl-3-p-toluidino-propionic acid 
• 98-09-9 benzenesulfonyl chloride 
• 19064-77-8 C-phenyl-N-p-tolyl-nitrone 
• 536-74-3 phenylacetylene 
• 19064-77-8 N-benzylidene-4-methylaniline oxide 
• 103-80-0 phenylacetyl chloride 
• 2272-45-9 benzal-p-toluidine 
• 103-82-2 phenylacetic acid 

Relevant academic research and scientific papers

Development of TsDPEN based imine-containing ligands for the copper-catalysed asymmetric Kinugasa reaction

A novel class of chiralN,N,Nimine-containing ligands derived from TsDPEN (N-(p-tosyl)-1,2-diphenylethylene-1,2-diamine) has been developed and applied to the copper-catalyzed asymmetric Kinugasa reaction. The copper(ii) salt proved to be an efficient catalyst precursor, and it provides an efficient way to synthesize enantioenrichedcis-β-lactam. The pathway is air-tolerant and easily manipulated, and the ligands are easy to synthesize. A working model is proposed in which the stereocontrolling step is the [2 + 2] cycloaddition between ketene and imine to explain the observed stereoselectivities.

Asymmetric synthesis of trans-β-lactams by a Kinugasa reaction on water

The asymmetric Kinugasa reaction was performed on pure water for the first time without the need for any organic co-solvents. In contrast to most asymmetric Kinugasa reactions, trans-β-lactams were obtained as the major products in good yields, enantioselectivities, and diastereoselectivities (up to 90 % yield, 98 % ee, and >99:1 d.r.). This reaction is atom-economical, environmentally friendly, and affords synthetically useful but challenging products. Walking on water: Asymmetric Kinugasa reactions on pure water without any organic co-solvents afforded synthetically useful trans-β-lactams in good yields, enantioselectivities, and diastereoselectivities (up to 90 % yield, 98 % ee, and >99:1 d.r.). Copyright

Trisoxazoline/Cu(II)-promoted Kinugasa reaction. Enantioselective synthesis of β-lactams

The reactions of nitrones with terminal alkynes, catalyzed by chiral iPr-trisoxazoline 23/Cu(ClO4)2·6H 2O under air atmosphere, afforded β-lactams in moderate to good yields with up to 85% ee. The diastereoselec

Ytterbium(III) triflate-catalyzed stereoselective synthesis of β-lactams via [2 + 2] cyclocondensation in ionic liquid

Catalyzed by ytterbium(III) triflate [Yb(OTf)3], β-lactams were stereoselectively synthesized from imines and acetyl chlorides in ionic liquid under mild conditions. The ionic liquid and catalyst could be recycled and reused as opposed to tradi

Synthesis and antimicrobial activity of 1,3,4-triaryl-2-azetidinones

A set of substituted 1,3,4-triaryl-2-azetidinones were synthesized and characterized. Their antimicrobial activity, against Gram+ and Gram- bacteria and Fungi, was tested. The compounds 23 and 30 showed remarkable activity against Pseudomonas aeruginosa.