249739-60-4

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 221099-70-3 exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one 
• 125637-45-8 (1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester 
• 249739-53-5 exo-10,10-diphenyl-10-methoxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one 

Downstream Products

• 249739-62-6 Oxo-phenyl-acetic acid (1S,2R,4R)-1-(methoxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 1268671-84-6 (1S,2R,4R)-1-(methoxyphenylmethyl)-7,7-dimethylbicyclo[2.2.1]hept-2-yl 3-oxopentanoate 
• 1268671-98-2 (1S,2R,4R)-1-(methoxyphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate 

Relevant academic research and scientific papers

Novel camphor-derived chiral auxiliaries: Significant solvent and additive effects on asymmetric reduction of chiral α-keto esters

Stereoselective reduction of various α-keto esters 5a-d derived from exo-10,10-diphenyl-2,10-camphanediol 4a and exo-10,10-diphenyl-10-methoxy-2- camphanol 4b is described. High to excellent diastereomeric excess (99% de) with good chemical yields is obtained. The sense of stereoselectivity as a function of C10 modification is remarkable. Further, in the case of 5d, both diastereomers of α-hydroxyl esters can be obtained with excellent optical purity by the appropriate choice of reaction conditions. The influence of the solvents and additives on the reaction course has been investigated.

Synthesis of a camphor-derived auxiliary and the application to the asymmetric Darzens reaction

A readily available chiral camphor-derived auxiliary was synthesised through a highly efficient and short general route. The Darzens reaction of the auxiliary with aldehydes in the presence of base gave glycidic esters with almost complete diastereocontro