919764-59-3

Upstream product

• 794525-98-7 (S)-2-[2-(p-tolylsulfinyl)phenyl]acetaldehyde 
• 97250-84-5 tert-Butyl-((E)-1-tert-butylsulfanyl-propenyloxy)-dimethyl-silane 
• 919764-53-7 S-tert-butyl [2R,3R,(S)S]-3-hydroxy-2-methyl-4-[2-(p-tolylsulfinyl)phenyl]butanethioate 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 

Downstream Products

• 126455-11-6 (2S,3R)-2-methyl-4-phenylbutane-1,3-diol 
• 919764-60-6 (2S,3R)-2-methyl-4-phenyl-3-(triisopropylsilyloxy)butan-1-ol 

Relevant academic research and scientific papers

Remote stereocontrol by the sulfinyl group: Mukaiyama aldol reactions of (S)-2-[2-(p-tolylsulfinyl)phenyl]acetaldehyde in the asymmetric synthesis of β-hydroxyacids and 1,3-diols

(S)-2-[2-(p-Tolylsulfinyl)phenyl]acetaldehyde reacts with different O-silylated ketenethioacetals in the presence of Yb(OTf)3 yielding β-hydroxythioesters in high yields and diastereoselectivities. The obtained compounds were readily transformed into β-hydroxyacids and their corresponding diols. These Mukaiyama aldol reactions are a direct evidence of the ability of the sulfinyl group to control 1,5- and 1,6-asymmetric induction processes.