916525-75-2

Upstream product

• 135-02-4 ortho-anisaldehyde 
• 61080-15-7 meso-1,2-bis(2-methoxyphenyl)ethane-1,2-diol 
• 916525-68-3 {1,2-bis(2-methoxyphenyl)-2-[(7,8,8-trimethyloctahydro-4,7-methanobenzo[b]furan-2-yl)oxy]ethoxy}acetic acid tert-butylester 
• 916525-69-4 {1,2-bis(2-methoxyphenyl)-2-[(7,8,8-trimethyloctahydro-4,7-methanobenzofuran-2-yl)oxy]-2-ethoxy}ethanol 
• 916525-59-2 1,2-bis(2-methoxyphenyl)-2-[(7,8,8-trimethyloctahydro-4,7-methanobenzo[b]furan-2-yl)oxy]ethanol 
• 916525-70-7 2-[2-(2-methoxyethoxy)-1,2-bis(2-methoxyphenyl)ethoxy]-7,8,8-trimethyloctahydro-4,7-methanobenzo[b]furan 
• 6706-96-3 2,2'-dimethoxybenzoin 

Downstream Products

• 916525-80-9 oxophenylacetic acid (1R,2S)-2-(2-methoxyethoxy)-1,2-bis(2-methoxyphenyl)ethyl ester 
• 1154062-02-8 propanoic acid (1R,2S)-2-(2-methoxyethoxy)-1,2-bis(2-methoxyphenyl)ethyl ester 
• 1154062-15-3 propenoic acid (1R,2S)-2-(2-methoxyethoxy)-1,2-bis(2-methoxyphenyl)ethyl ester 

Relevant academic research and scientific papers

Chiral linker 5: scope and limitations of arylsubstituted m-hydrobenzoins as solid supported open chain chiral auxiliaries for diastereoselective syntheses

The applicability of five aryl substituted m-hydrobenzoin ethers already tested in the L-Selectride mediated stereoselective reduction of phenylglyoxylates as open chain chiral auxiliaries was further investigated via the α-alkylation of propionates, the addition of n-BuZnCl to phenylglyoxylates and the Diels-Alder reaction of acrylates with cyclopentadiene as model reactions. As up to 90% de could be achieved in the solution phase, two optimized auxiliary structures were immobilized on commercially available Wang-resin and applied as a reusable solid supported chiral auxiliaries in the same type of reactions.

Chiral linker. Part 3: Synthesis and evaluation of aryl substituted m-hydrobenzoins as solid supported open chain chiral auxiliaries for the diastereoselective reduction of α-keto esters

Five partly novel aryl substituted m-hydrobenzoins were synthesized and the corresponding desymmetrized hydrobenzoin ethers evaluated as open chain chiral auxiliaries in the L-Selectride mediated stereoselective reduction of phenylglyoxylates, resulting in de values of up to 91%. Two optimized auxiliary structures were immobilized on commercially available Wang-resin and applied as a reusable solid supported chiral auxiliary in the same type of reaction.