33398-50-4

Upstream product

• 33398-52-6 α-(1-Hydroxy-2,2-dimethylpropyl)benzenessigsaeure 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 67-56-1 methanol 
• 811-98-3 d⁽⁴⁾-methanol 
• 33398-52-6 erythro-3-Hydroxy-4,4-dimethyl-2-phenylvaleriansaeure 
• 630-19-3 pivalaldehyde 
• 101-41-7 benzeneacetic acid methyl ester 

Relevant academic research and scientific papers

Overriding effect of temperature over reagent and substrate size for boron-mediated aldol reaction of methyl phenylacetate

The enolization temperature overrides all other aspects, including the sterics of the alkyl group of the boron reagent and the alkoxy group of the ester during the enolboration-aldolization of phenylacetates. This study has led to the first n-Bu2/su

Solvent- or temperature-controlled diastereoselective aldol reaction of methyl phenylacetate

Unlike the enolboration-aldolization of methyl propanoate, the choice of either the solvent or temperature determines the diastereoselectivity during the enolboration-aldolization of methyl phenylacetate. In CH2Cl 2, the reaction favors the anti-pathway at -78 °C and the syn-pathway at rt. Conversely, the reaction produces the anti-isomer up to rt and the syn-isomer at refluxing temperatures in nonpolar solvents.

Dehydrative Decarboxylation of 2,3-Disubstituted 3-Hydroxycarboxylic Acids with Dimethylformamide Acetals - Mechanistic Studies and Preparative Applicability

Dimethylformamide dimethylacetal (2a) converts the threo-3-hydroxycarboxylic acids 4 smoothly into the (E)/(Z)-olefins 7/6 only if R2 is an aryl or vinyl substituent.Althougt the reaction exhibits a distinct (E)-selectivity it cannot be considered as a stereo-controlled olefin synthesis.If R2 is alkyl, 2a generates the methyl esters 10 from 4.The erythro-acids 5 react with 2a to give 43 - 95percent of >98percent sterically pure 7.As the key tranformation on the multistep way from 4/5 to 6/7 the fragmentation of the zwitterionic intermediate 11/20 is postulated.