71703-29-2

Upstream product

• 100-39-0 benzyl bromide 
• 126-81-8 dimedone 
• 153751-71-4 C₁₉H₂₅NO₂ 

Downstream Products

• 77014-29-0 2-benzyl-2-(3-oxopropyl)dimedone 
• 75984-24-6 2-benzyl-2-(4-acetoxy-3-oxobutyl)dimedone 
• 75984-28-0 2-Benzyl-2-[2-(2-hydroxymethyl-[1,3]dioxolan-2-yl)-ethyl]-5,5-dimethyl-cyclohexane-1,3-dione 
• 75984-26-8 Acetic acid 2-[2-(1-benzyl-4,4-dimethyl-2,6-dioxo-cyclohexyl)-ethyl]-[1,3]dioxolan-2-ylmethyl ester 
• 100-52-7 benzaldehyde 
• 1359950-53-0 (tert-butyldiphenylsilyl)(phenyl)methanone 
• 77014-32-5 4a-Benzyl-8a-hydroxy-7,7-dimethyl-octahydro-chromen-5-one 
• 77014-35-8 6-benzyl-3,3-dimethyl-5-oxononanolide 
• 71703-30-5 2-Benzyl-2-(2-hydroxymethyl-benzyl)-5,5-dimethyl-cyclohexane-1,3-dione 

Relevant academic research and scientific papers

Synthesis of 7a-substituted Hajos-Wiechert ketone analogues

(Chemical Equation Presented) A general and efficient route to 2-substituted 1,3-cyclopentadiones 3 has been developed. This operationally simple, two-step procedure is amenable to multigram scale preparations of these useful synthetic intermediates. These compounds are then transformed to previously unknown, higher analogues of the Hajos-Parrish-Eder-Sauer-Wiechert ketone (enone 1, R = Me) following an enantioselective Robinson annulation.

CHEMIOSELECTIVITY IN THE PRESENCE OF SURFACTANTS. I. C- vs. O-ALKYLATION IN β-DICARBONYL COMPOUNDS

A number of β-dicarbonyl compounds (2,4-pentanedione, 5,5-dimethyl-1,3-cyclohexanedione, 1,3-cyclopentanedione, ethyl 3-oxobutanoate, and diethyl propanedioate) reacted with benzyl bromide in basic aqueous solutions of hexadecyltrimethylammonium bromide at room temperature.The presence of the cationic surfactant directed the reaction toward the carbon nucleophilic site, with high chemioselectivity.C-Dialkylated species were generally predominant, due to the increased lipophilicity of the monoalkylated species, with respect to the reagent.No hydrolysis of benzyl bromide was observed in the presence of the surfactant.