113309-44-7

Upstream product

• 64670-15-1 methyl 3-cyclohexyl-3-oxopropionate 
• 77086-38-5 ketene t-butyldimethylsilyl methyl acetal 
• 2043-61-0 cyclohexanecarbaldehyde 
• 42134-55-4 (E)-3-cyclohexyl-2-propen-1-ol 
• 67-56-1 methanol 
• 111843-46-0 methyl (2S,3R)-3-cyclohexyloxiranecarboxylate 

Downstream Products

• 76905-18-5 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-cyclohexyl-2-methoxycarbonyl-ethyl ester 
• 113309-50-5 (S)-3-cyclohexyl-1,3-diacetoxypropane 
• 172376-40-8 (S)-1-cyclohexyl-1,3-propanediol 

Relevant academic research and scientific papers

Chiral N-acetyl selone-promoted aldol reactions

The chiral oxazolidineselone functionality was found to be an excellent partner in the stereospecific acetate aldol reaction with aldehydes via the titanium enolates. Good stereocontrol was obtained as determined by NMR spectroscopy. The oxazolidineselone

Lewis base activation of Lewis acids: Catalytic, enantioselective addition of silyl ketene acetals to aldehydes

The concept of Lewis base activation of Lewis acids has been reduced to practice for catalysis of the aldol reaction of silyl ketene acetals and silyl dienol ethers with aldehydes. The weakly acidic species, silicon tetrachloride (SiCl4), can b

Over 98% optical yield achieved by a heterogeneous catalysis. Substrate design and analysis of enantio-differentiating factors of tartaric acid-modified Raney nickel hydrogenation

Tartaric acid-modified Raney nickel (TA-MRNi) is a chiral heterogeneous catalyst for the hydrogenation of prochiral ketones. An optical yield (OY) of 86% with methyl acetoacetate (1) as a substrate was improved to 94-96% by employing β-keto esters having a proper bulkiness at the γ-position. The γ-bulkiness effect contributes to a high intrinsic enantio-differentiating ability (factor-i) of the TA-MRNi catalysis. Through the study, we found the best substrate, γ-cyclopropyl-β-keto ester, the hydrogenation of which resulted in 98.6% OY. This further improvement in the OY was ascribed to a smaller contribution of non-enantio-differentiating hydrogenation (N-site catalysis) due to the substrate-specific activation of the enantio-differentiating hydrogenation by the chiral modifier. The OY of the hydrogenation of 1 was analyzed by comparing with well-behaved β-keto esters, and the contribution of the factor-i and the N-site to the OY value was evaluated to deduce the origin of the enantiodifferentiation.

Lewis base activation of Lewis acids. Addition of silyl ketene acetals to aldehydes

The weak Lewis acid silicon tetrachloride can be activated by catalytic amounts of the chiral bisphosphoramide (R,R)-3 to form a highly reactive, chiral trichlorosilyl cation which is an extremely effective promoter of aldol addition reactions between ald

Efficient enantioselective synthesis of methyl esters of α-unsubstituted β-hydroxy acids via asymmetric aldol-type addition of chiral boron enolates of (methylthio)acetic acid to aldehydes

The aldol-type addition of chiral boron enolates of (methylthio)acetic acid to various aldehydes gives α-(methylthio)-β-hydroxy acids stereoselectively and with good yields. The desulfenylation of methyl esters of the condensation adducts allows methyl es

SmI2-INDUCED HIGHLY REGIOSELECTIVE REDUCTION OF α,β-EPOXY ESTERS AND γ,δ-EPOXY-α,β-UNSATURATED ESTERS. AN EFFICIENT ROUTE TO OPTICALLY ACTIVE β-HYDROXY AND δ-HYDROXY ESTERS

α,β-Epoxy esters were rapidly reduced at room temperature to yield β-hydroxy esters with retention of the configurations at the β-carbon atoms by using SmI2-THF-HMPA system in the presence of N,N-dimethylaminoethanol (DMAE).The conditions were successfully applied to the synthesis of vinylogous δ-hydroxy esters.