220033-69-2

Upstream product

• 1025721-41-8 ethyl ((1S,2S)-1,2-dihydroxycyclohexyl)acetate 
• 104871-67-2 (R)-2-(p-tolylsulfinyl)-1-cyclohexanone 
• 220033-64-7 [(R)-1-Hydroxy-2-((S)-toluene-4-sulfinyl)-2-p-tolylsulfanyl-cyclohexyl]-acetic acid ethyl ester 

Downstream Products

• 92187-93-4 <2-Oxo-cyclohexyliden>-essigsaeure 

Relevant academic research and scientific papers

Scalable preparation of both enantiomers of 2-(1-hydroxy-2-oxocyclohexyl) acetic acid

(Chemical Equation Presented) The efficient, scalable preparation of both enantiomers of 2-(1-hydroxy-2-oxocyclohexyl)acetic acid in enantiomerically pure form is reported using environmentally benign conditions in 30% overall yield (6 steps) for the (S)-isomer, in 27% (7 steps) for the (R)-isomer, from cyclohexanone.

Synthesis of enantiomerically pure (R)- and (S)-2-ethoxycarbonylmethyl- 2-hydroxy-cyclohexanones

Sulfenylation of 2-p-tolylsulfinyl cyclohexanone can be achieved at - 78°C with thiosulfonates. The in situ aldol reaction of these compounds with ethyl acetate enolate is highly stereoselective (1,2-asymmetric induction) and yields diastereomeric mixture