53183-56-5

Upstream product

• 85920-93-0 methyl 2-(2-oxocyclohexyl)-2-(phenylthio)acetate 
• 344440-96-6 (2-Oxo-cyclohexyl)-phenylsulfanyl-acetic acid 
• 2562-37-0 1-nitrocyclohexene 
• 103-04-8 (phenylthio)acetic acid 
• 90670-09-0 (2-Hydroxy-cyclohexyl)-phenylsulfanyl-acetic acid methyl ester 

Downstream Products

• 3727-53-5 trans-3-methylenehexahydrobenzofuran-2-one 
• 53390-34-4 (3R,7aS)-3-Benzenesulfinyl-3-methyl-hexahydro-benzofuran-2-one 
• 53390-33-3 3a,4,5,6,7,7aβ-hexahydro-3-methyl-3-(phenylthio)-1-benzofuran-2(3H)-one 

Relevant academic research and scientific papers

Michael Reaction of Conjugated Nitro Olefins with Carboxylic Acid Dianions and with Ester Enolates: New Synthesis of γ-Keto Acids and γ-Keto Esters

Base-sensitive conjugated nitro olefins 2 reacted with lithium dianions of carboxylic acids 3 or with lithium enolates of esters 4 at a low temperature of ca. -100 deg C, and subsequent treatment of the Michael adducts with aqueous acid yielded γ-keto acids 5 or esters 5' in a one-pot operation, respectively.Results of both the reactions have been compared.Some applications of the resulting γ-keto esters in organic synthesis have also been demonstrated in lactone synthesis and cyclenone annulation.