175650-75-6

Upstream product

• 27773-03-1 ethyl 3,3-(ethylenedioxy)-3-phenylpropanoate 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 

Downstream Products

• 578020-35-6 (2S,4R)-2-phenylpentane-2,4-diol 
• 175650-77-8 (R)-1-(2-Phenyl-[1,3]dioxolan-2-yl)-propan-2-ol 
• 116660-74-3 (-)-(3R)-3-hydroxy-1-phenylbutan-1-one 
• 175650-76-7 (S)-1-(2-Phenyl-[1,3]dioxolan-2-yl)-3-((R)-toluene-4-sulfinyl)-propan-2-ol 

Relevant academic research and scientific papers

Stereoselective addition of organometallic reagents to β-hydroxyketones

Reactions of several β-hydroxyketones with different methylation reagents are reported. The de's are moderated or good (40-75%) and slightly change with the relative steric size of the R groups at the starting hydroxyketone. The syn-diols are predominant in reactions with Me3Al/ZnBr2 and MeLi/Me3Al, whereas the anti-diols are the major ones with MeLi/ZnBr2. The method has been used to synthesize optically pure (+)-(2R,4R)-2-phenyl-2,4-pentanediol.