568588-45-4

Upstream product

• 20989-17-7 (2S)-2-phenylglycinol 
• 610-09-3 (1R,2S)-cyclohexane-1,2-dicarboxylic acid 
• 60901-05-5 cis-cyclohexane-1,2-dicarboxylic acid chloride 
• 568588-47-6 (1S,2S)-2-((S)-2-Hydroxy-1-phenyl-ethylcarbamoyl)-cyclohexanecarboxylic acid methyl ester 
• 2305-32-0 trans-1,2-cyclohexanedicarboxylic acid 
• 610-10-6 (1S,2S)-cyclohexane-1,2-dicarboxylic acid 
• 46021-27-6 (1S,2S)-cyclohexane-1,2-dicarbonyl dichloride 
• 568588-48-7 (1S,2S)-Cyclohexane-1,2-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide] 
• 568588-59-0 (1S,2S)-2-((S)-4-Phenyl-4,5-dihydro-oxazol-2-yl)-cyclohexanecarboxylic acid ((S)-2-hydroxy-1-phenyl-ethyl)-amide 

Relevant academic research and scientific papers

Rational tuning chelate size of bis-oxazoline ligands to improve enantioselectivity in the asymmetric aziridination of chalcones

Chalcones were asymmetrically aziridinated with [N-(p-toluenesulfonyl) imino]phenyliodinane (PhI=NTs) as a nitrene source under catalysis of CuOTf and a series of cyclohexane-linked bis-oxazolines (cHBOXes), which are chelate size rationally tuned bis-oxazolines. The results indicate that highly enantioselective aziridination of chalcones with up to >99% ee have been achieved under catalysis of (S,S)-1,2-bis[(S)-(4-phenyl)oxazolin-2-yl] cyclohexane, which is the most-matched stereoisomer among cyclohexane-linked bis-oxazolines. It was also found that the enantioselectivity is not substituent-dependent with respect to chalcones in the present case, unlike with 1,8-anthracene-linked bis-oxazolines (AnBOXes).

Asymmetric cyclization-carbonylation of 2-propargyl-1,3-dione

The first example of asymmetric cyclization-carbonylation of 2-propargyl-1,3-dione 1 catalyzed by palladium(II) with chiral bisoxazolines (C.H.-BOX) was investigated. The use of bulky alcohols increased the ee of the products 2. The product 2d was converted into bicyclic enones 7 and 8, a useful intermediate for the synthesis of natural products.