190434-83-4

Upstream product

• 181874-04-4 trans-(2R,3S)-(+)-N-(p-toluenesulfonyl)-2-methyl-2-carbomethoxy-3-phenylaziridine 
• 4111-54-0 lithium diisopropyl amide 
• 3356-90-9 5-chloro-4-methyl-3-phenylisoxazole 
• 25632-75-1 5-methoxy-4-methyl-3-phenylisoxazole 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 10488-87-6 ethyl 2-benzoylpropionate 
• 23244-37-3 4-methyl-3-phenylisoxazole-5(4H)-one 

Downstream Products

• 190434-88-9 (2R,3S)-2,3-Dimethyl-3-phenyl-aziridine-2-carboxylic acid methyl ester 
• 156592-75-5 (2R,3S)-2,3-Dimethylphenylalanine methyl ester 

Relevant academic research and scientific papers

Complementing Pyridine-2,6-bis(oxazoline) with Cyclometalated N-Heterocyclic Carbene for Asymmetric Ruthenium Catalysis

A strategy for expanding the utility of chiral pyridine-2,6-bis(oxazoline) (pybox) ligands for asymmetric transition metal catalysis is introduced by adding a bidentate ligand to modulate the electronic properties and asymmetric induction. Specifically, a ruthenium(II) pybox fragment is combined with a cyclometalated N-heterocyclic carbene (NHC) ligand to generate catalysts for enantioselective transition metal nitrenoid chemistry, including ring contraction to chiral 2H-azirines (up to 97 % ee with 2000 TON) and enantioselective C(sp3)?H aminations (up to 97 % ee with 50 TON).

Asymmetric Synthesis of 2H-Azirines with a Tetrasubstituted Stereocenter by Enantioselective Ring Contraction of Isoxazoles

Highly strained 2H-azirines with a tetrasubstituted stereocenter were synthesized by the enantioselective isomerization of isoxazoles with a chiral diene–rhodium catalyst system. The effect of ligands and the coordination behavior support the proposed cat

Asymmetric Synthesis of 2H-Azirine 2-Carboxylate Esters

2H-Azirine 2-carboxylate esters (5), the smallest unsaturated nitrogen heterocycle, are readily prepared in enantiomerically pure form via the base-induced elimination of sulfenic acid (RSOH) from nonracemic N-sulfinylaziridine 2-carboxylate esters (4). Optimum yields were obtained when the aziridine was treated with TMSCl at -95 °C followed by LDA, which was attributed to the improved leaving group ability of an silicon-oxonium species. By using this new methodology the first asymmetric syntheses of the marine cytotoxic antibiotics (R)-(-)- and (S)-(+)-dysidazirine (2) were accomplished.