50880-21-2

Upstream product

• 17851-46-6 2-(3-hydroxypropyl)-2-phenyl-1,3-dioxolane 
• 17851-55-7 2-(2-ethoxycarbonylethyl)-2-phenyl-1,3-dioxolane 
• 2051-95-8 succinylbenzene 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 3240-29-7 1-Phenylpent-4-en-1-one 
• 98-88-4 benzoyl chloride 
• 25333-24-8 3-benzoylpropionic acid methyl ester 
• 6270-17-3 ethyl 3-benzoylpropanoate 
• 103632-91-3 2-[2-(methoxycarbonyl)ethyl]-2-phenyl-1,3-dioxolane 

Downstream Products

• 142437-92-1 ethyl (E)-5-(2-phenyl-1,3-dioxan-2-yl)-2-pentenoate 
• 1360562-71-5 (Ss,3S)-(+)-methyl N-(p-toluenesulfinyl)-3-amino-5-(2-phenyl-1,3-dioxolan-2-yl)pentanoate 
• 1360562-78-2 (Ss,4S)-(+)-N-(tert-butylsulfinyl)-4-amino-6-(2-phenyl-1,3-dioxolan-2-yl)hex-1-ene 
• 1355075-58-9 (Ss,3S)-(+)-methyl N-(tert-butylsulfinyl)-3-amino-5-(2-phenyl-1,3-dioxolan-2-yl)pentanoate 
• 1360562-92-0 (1S,6S,E)-(+)-methyl 7-methyl-3-phenyl-8-oxa-7-aza-bicyclo[4.2.1]non-2-ene-2-carboxylate 
• 1355075-42-1 methyl (1R,2R,3S,5S)-(-)-1-phenyl-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate 
• 1355075-50-1 (S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide 

Relevant academic research and scientific papers

An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung

The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α-cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non-classical carbocations.

Dehydrogenation of perfluoroalkyl ketones by using a recyclable oxoammonium salt

A novel dehydrogenation reaction of perfluoroalkyl ketones by the oxoammonium salt 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (4-NHAc-TEMPO+BF4-, Bobbitt's salt, 1) is described. The reaction proceeds under mildly basic conditions and appears to be unique to perfluoroalkyl ketones. A proposed mechanism for this unusual transformation is given. The byproduct of the reaction, 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinyloxy (1a), can easily be recovered and used to regenerate the oxoammonium salt. The dehydrogenation of perfluoroalkyl ketones by using an oxoammonium salt is reported. The reaction proceeds under mildly basic conditions and affords α,β-unsaturated products in fair to excellent yields. The reaction likely proceeds through a two-step sequence. The spent oxidant can easily be recovered and used to regenerate the oxoammonium salt. Copyright

The First Tandem [2 + 2] Cycloaddition-Michael Reaction Using Ynolates: Facile Construction of Substituted Carbocycles

(matrix presented) A tandem [2 + 2] cycloaddition-Michael reaction using ynolate anions followed by decarboxylation produced polysubstituted five-, six-, and seven-membered cycloalkenes.