499201-07-9

Upstream product

• 118577-44-9 4-oxonon-8-eneoic acid 
• 555-16-8 4-nitrobenzaldehdye 
• 499201-02-4 N-methoxy-N-methyl-4,4-dimethoxynon-8-enamide 
• 499201-01-3 methyl 4,4-dimethoxynon-8-enoate 
• 499201-05-7 5,5-dimethoxydec-9-en-2-one 
• 499201-06-8 5,5-dimethoxy-1-(4-nitrophenyl)dec-9-en-2-one 

Relevant academic research and scientific papers

Catalytic enantioselective [3 + 2]-cycloadditions of diazoketone-derived aryl-substituted carbonyl ylides

An evaluation of α-aryl-α-diazodiones in tandem carbonyl ylide formation - enantioselective [3 + 2]-cycloaddition reactions is described. Such substrates were designed to allow investigation of the electronic characteristics of the dipole upon asymmetric induction. Intramolecular cycloadditions (with a tethered alkene dipolarophile) were found to occur in good to quantitative yields, with a difference in ee exhibited by the two electronically different diazodiones 8 and 9. Intermolecular cycloadditions using diazodiones 12 and 13 with DMAD and arylacetylenes 16-18 again demonstrated that electronics play a key role in determining the outcome of the cycloaddition reactions. Enantioselectivities of up to 76% were observed.