172926-52-2

Upstream product

• 34837-55-3 Phenylselenyl bromide 
• 4840-68-0 2-hydroxy-1-cyclohexenecarboxylic acid ethyl ester 
• 87360-02-9 N-(3,5-Dimethyl-phenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzenesulfonamide 

Downstream Products

• 172840-93-6 (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate 
• 172840-94-7 (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-tert-butyl-2-oxo-cyclohexanecarboxylate 
• 172840-92-5 (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-methyl-2-oxo-cyclohexanecarboxylate 
• 170117-08-5 (1R,2R,3S,4S)-<3--2-bornyl>-(6S)-2-hydroxy-6-phenyl-cyclohexenecarboxylate 
• 170117-07-4 (1R,2R,3S,4S)-<3--2-bornyl>-(6S)-2-hydroxy-6-isopropenyl-cyclohexenecarboxylate 
• 170117-06-3 (1R,2R,3S,4S)-<3--2-bornyl>-(6S)-2-hydroxy-6-vinyl-cyclohexenecarboxylate 
• 170117-11-0 (1R,2R,3S,4S)-<3--2-bornyl>-2-oxo-cyclohexenecarboxylate 

Relevant academic research and scientific papers

Enantiomerically Pure 6-Substituted 2-Oxo-cyclohexanecarboxylates by Conjugate Addition of Cuprates to Asymmetric Shielded 2-Oxo-cyclohexenecarboxylates

Asymmetric shielded 2-oxo-cyclohexenecarboxylates 6n and 6x were prepared by transesterification of 2-oxo-cyclohexanecarboxylate 2 with camphor derived concave alcohols 1n and 1x and by subsequent introduction of a double bond via phenylselenides.Diastereoselective conjugate addition of equimolar amounts of mixed cuprates at -78 deg C and deprotection by methanolysis gave enantiomerically pure 6-substituted 2-oxo-cyclohexanecarboxylates 14-19 and ent-14-19, valuable as chiral building blocks in natural product synthesis.