101028-22-2

Upstream product

• 1074-12-0 phenylglyoxal hydrate 
• 86302-43-4 (tert-Butoxycarbonylmethylene)triphenylphosphorane 
• 88098-04-8 tert-butyl trans-4-oxo-4-phenyl-2-butenoate 
• 35000-37-4 (tert-butyloxycarbonylmethyl)triphenylphosphonium chloride 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 35059-50-8 t-butyl diazoacetate 
• 98-88-4 benzoyl chloride 

Downstream Products

• 101028-26-6 tert-butyl cis-2,3-epoxy-4-oxo-4-phenylbutanoate 
• 88098-04-8 tert-butyl trans-4-oxo-4-phenyl-2-butenoate 

Relevant academic research and scientific papers

A Catalytic Cross-Olefination of Diazo Compounds with Sulfoxonium Ylides

A ruthenium-catalysed cross-olefination of diazo compounds and sulfoxonium ylides is presented. Our reaction design exploits the intrinsic difference in reactivity of diazo compounds and sulfoxonium ylides as both carbene precursors and nucleophiles, which results in a highly selective reaction.

Development of the Julia asymmetric epoxidation reaction. Part 2. Application of the oxidation to alkyl enones, enediones and unsaturated keto esters

Polyleucine-based systems have been used to catalyse the asymmetric oxidation of a variety of alkyl enones 1-4, 9-14, an enynone 16 and a dienone 17 to afford the corresponding epoxides 5-8, 18-26 in good to excellent yield and optical purity. A range of enediones 30-32, 34 and one unsaturated keto ester 33 have also been epoxidised stereoselectively to afford optically active epoxides 35-39. The epoxidations were carried out with basic peroxide as the oxidant; the polyleucine catalyst was prepared from leucine N-carboxyanhydride using 1,3-diaminopropane, water (employing a humidity cabinet) or a polystyrene immobilised amine as the initiator. Preliminary mass spectral data on material derived from L-leucine and 1,3-diaminopropane (DAP-PLL) suggest that the catalyst consists of material that contains 22 ± 10 leucine residues.

Stereospecific Epoxidation of cis-2-Butene-1,4-diones to cis-2,3-Epoxybutane-1,4-diones with Oxodiperoxomolybdenum (VI), MoO5*H2O*HMPA

The epoxidation of cis-2-butene-1,4-diones 4 with (aqua)(hexamethylphosphoramide)oxodiperoxomolybdenum (VI), MoO5*H2O*HMPA, occured stereospecifically to give the cis-epoxides 5, whose stereochemistry was assigned on the basis of chemical evidence and a comparision of their spectral data with those of the corresponding trans-epoxides 6, which were prepared by the epoxidation of the trans-olefins 3 with alkaline hydrogen peroxide.