848784-35-0

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 848784-32-7 1-Chloro-4-phenyl-1-((R)-toluene-4-sulfinyl)-butan-2-ol 
• 31350-91-1 (R)-chloromethyl p-tolyl sulfoxide 
• 540-88-5 acetic acid tert-butyl ester 
• 848784-29-2 (R)-(Z)-1-chloro-4-phenyl-1-(p-tolylsulfinyl)-1-butene 

Downstream Products

• 848784-30-5 tert-butyl (R)-(+)-3-methyl-5-phenylpentanoate 
• 848784-36-1 tert-butyl (-)-3-(p-tolylsulfinyl)methyl-5-phenylpentanoate 

Relevant academic research and scientific papers

Efficient synthesis of cyclopropanecarboxylic acid esters starting from the conjugate addition of lithium ester enolates to 1-chlorovinyl p -Tolyl sulfoxides

An efficient synthesis of tert-butyl cyclopropanecarboxylates was achieved in three steps using 1-chlorovinyl p-tolyl sulfoxides as key materials. The conjugate addition of lithium ester enolates to the sulfoxides gave tert-butyl 4-chloro-4-(p-tolylsulfinyl)butanoates in high yield. The p-tolylsulfinyl group in the resultant adducts was then removed by the sulfoxide-magnesium exchange reaction with i-PrMgCl at -60 °C. Cyclization of the desulfinylated products, tert-butyl 4-chlorobutanoates, took place in the presence of NaHMDS in a THF-DMPU mixture to afford tert-butyl cyclopropanecarboxylates in good yield. The asymmetric synthesis of both enantiomers of tert-butyl cyclopropanecarboxylate was successfully achieved using optically active (E)- and (Z)-sulfoxides with high enantiomeric excesses. Georg Thieme Verlag Stuttgart · New York.

Asymmetric synthesis of both enantiomers of esters and γ-lactones from optically active 1-chlorovinyl p-tolyl sulfoxides and lithium ester enolates with the formation of a tertiary or a quaternary carbon stereogenic center at the β-position

Treatment of optically active 1-chlorovinyl p-tolyl sulfoxides having two different substituents at the 2-position, which were synthesized from aldehydes or unsymmetrical ketones and (R)-(-)-chloromethyl p-tolyl sulfoxide in two or three steps, with the l