131981-96-9

Upstream product

• 131981-95-8 (R)-(-)-2-(4-toluenesulfonyloxy)-phenylacetic acid methyl ester 
• 20698-91-3 (R)-methyl mandelate 

Downstream Products

• 131982-01-9 (R)-1-((S)-2-Hydroxy-1-phenyl-ethylsulfanyl)-2-phenyl-propan-2-ol 
• 131982-02-0 (S)-1-((S)-2-Hydroxy-1-phenyl-ethylsulfanyl)-2-phenyl-propan-2-ol 
• 131981-98-1 2-((S)-2-Hydroxy-1-phenyl-ethylsulfanyl)-1-phenyl-ethanone 
• 107513-42-8 (S)-2-mercapto-2-phenylethanol 

Relevant academic research and scientific papers

Either diastereofacial differentiation in the reaction of chiral thiomethylketones with appropriate organometallics

Introduction of sulfur atom instead of oxygen into α-position to ketone was found to be crucial for efficient diastereofacial differentiation; i.e., either diastereomer of tertiary alcohol could be obtained by the reaction of organometallics to chiral thiomethylketones derived from (S)-2-mercapto-2-phenylethanol and α-halo ketones. For example, MeLi attacked from si-face, while Me2Zn preferred re-facial attack. In addition, both enantiomers of 1,2-O-isopropylidene-2-methyl-1,2,5-pentanetriol, a key intermediate for the synthesis of frontalin, were successfully synthesized utilizing the present method.