866456-89-5

Upstream product

• 108031-80-7 (2S,2'S-(2α,2'α,3aα,3a'α,4β,4'β,7β,7'β,7aα,7a'α))-2,2'-oxybis[octahydro-7,8,8-trimethyl-4,7-methanobenzofuran] 
• 579-43-1 (1S,2R)-1,2-diphenylethane-1,2-diol 
• 824952-29-6 [2S-(2α(1R*,2S*),3aα,4β,7β,7aα)]-2-[(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy]-1,2-diphenylethanol 
• 5292-43-3 bromoacetic acid tert-butyl ester 

Downstream Products

• 870298-18-3 [2S-(2α(1S*,2R*),3aα,4β,7β,7aα)]-2-[2-(2-methoxy-2,2-diphenylethoxy)-1,2-diphenylethoxy]octahydro-7,8,8-trimethyl-4,7-methanobenzofuran 
• 870298-24-1 oxo-phenylacetic acid (1R,2S)-2-(2-methoxy-2,2-diphenylethoxy)-1,2-diphenylethyl ester 
• 870298-17-2 [2S-(2α(1S*,2R*),3aα,4β,7β,7aα)]-2-[2-(2-methoxyethoxy)-1,2-diphenylethoxy]octahydro-7,8,8-trimethyl-4,7-methanobenzofuran 
• 870298-26-3 3-oxo-3-phenylpropionic acid (1R,2S)-2-(2-methoxyethoxy)-1,2-diphenylethyl ester 
• 870298-23-0 oxo-phenylacetic acid (1R,2S)-2-(2-methoxyethoxy)-1,2-diphenylethyl ester 
• 870298-21-8 (1R,2S)-2-(2-methoxy-2,2-diphenylethoxy)-1,2-diphenylethanol 
• 870298-20-7 (1R,2S)-2-(2-methoxyethoxy)-1,2-diphenylethanol 
• 866456-91-9 [2S-(2α(1R*,2S*),3aα,4β,7β,7aα)]-2-[2-[(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy]-1,2-diphenylethoxy]propionic acid 1,1-dimethylethyl ester 
• 870298-16-1 [2S-(2α(1R*,2S*),3aα,4β,7β,7aα)]-2-[2-[(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy]-1,2-diphenylethoxy]-1,1-diphenylethanol 

Relevant academic research and scientific papers

Application of meso-hydrobenzoin-derived chiral auxiliaries for the stereoselective synthesis of highly substituted pyrrolidines by 1,3-dipolar cycloaddition of azomethine ylides

The metal-catalyzed stereoselective 1,3-dipolar cycloaddition of azomethine ylides and acrylates using recyclable meso-hydrobenzoin-derived chiral auxiliaries is described. Cleavage of the auxiliary leads to highly substituted pyrrolidines in up to 87% en

Synthesis of novel chiral hydrobenzoin mono-tert-butyl ethers derived from m-hydrobenzoin and their application as chiral auxiliaries in the diastereoselective reduction of α-keto esters

Three m-hydrobenzoin derived chiral hydrobenzoin mono-tert-butyl ethers were synthesized by a new reaction pathway and tested as chiral auxiliaries in the L-selectride mediated stereoselective reduction of their corresponding phenyl glyoxylates. As a result, improved stereoselectivities of up to a ratio of 92:8 compared to 84:16 with the initially examined analogous benzyl ether were achieved.

Chiral linker. Part 2: Synthesis and evaluation of a novel, reusable solid-supported open chain chiral auxiliary derived from m-hydrobenzoin for the diastereoselective reduction of α-keto esters

Three novel m-hydrobenzoin derived chiral hydrobenzoin mono-alkyl ethers were synthesized and evaluated as open chain chiral auxiliaries in the L-selectrideR/ZnCl2 mediated stereoselective reduction of their corresponding phenyl glyoxylates, resulting in des of up to 91%. The optimized auxiliary structure was immobilized on commercially available Wang-resin by using the ether substituent as a sublinking unit and applied as a reusable solid-supported chiral auxiliary in the same type of reaction with only little loss of stereofacial selectivity.