96930-16-4

Upstream product

• 77943-39-6 4-methyl-5-phenyloxazolidin-2-one 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 

Downstream Products

• 96930-31-3 (4R,5S)-3-((R)-2-Hydroxy-2-phenyl-acetyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 77943-39-6 4-methyl-5-phenyloxazolidin-2-one 
• 212790-70-0 (4R,5S)-3-((R)-2-Fluoro-2-phenyl-acetyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 122-78-1 phenylacetaldehyde 
• 212790-78-8 (R)-2-fluoro-1,2-diphenylethan-1-one 
• 212790-73-3 (R)-2-fluoro-N-methoxy-N-methyl-2-phenylacetamide 
• 20698-91-3 (R)-methyl mandelate 

Relevant academic research and scientific papers

DIC-mediated coupling of carboxylic acids to (4r, 5s)-4-methyl-5-phenyl- 2-oxazolidinone

The use of diisopropylcarbodiimide as an agent to effect the coupling of carboxylic acids to Evans' chiral auxiliary (4R, 5S)-4-methyl-5-phenyl-2- oxazolidinone provides the corresponding acyl derivatives in good yields.

Asymmetric synthesis of optically active 2,3-diarylsuccinic acids by oxidative homocoupling of chiral 3-(arylacetyl)-2-oxazolidones

Oxidative homocoupling of chiral 3-(arylacetyl)-2-oxazolidones 1 was achieved by treatment with DABCO-TiCl4 or DMAP-TiCl4 and afforded the corresponding dimers stereospecifically. The reaction of (4S)- and (4R)-substituted 1 gave (S,S)- and (R,R)-dimers respectively. The obtained dimers were easily transformed to the corresponding 2,3-diaryl succinic acids. This reaction therefore provides a useful method For the synthesis of optically pure 2,3-diarylsuccinic acids. The oxidative coupling was not inhibited by para substitution of an electron donating group on the aryl group. A para-substituted electron withdrawing group and an ortho-substituent, however, hindered the coupling.