221044-26-4

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 174485-45-1 (4S)-3-((2E)-pent-2-enoyl)-4-phenyl oxazolidin-2-one 
• 100-59-4 phenylmagnesium chloride 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 876755-15-6 (S)-3-((2S,3S)-2-azido-3-phenyl-pentanoyl)-4-phenyl-oxazolidin-2-one 
• 2880-06-0 (R)-(+)-methyl 3-phenylpentanoate 
• 159563-71-0 3-([S]-α-ethylbenzyl)-4-hydroxy-6-([R]-α-ethylphenethyl)-2H-pyran-2-one 
• 5669-17-0 (R) 3-phenylvaleric acid 

Relevant academic research and scientific papers

Diastereoselective copper-catalysed 1,4-addition of Grignard reagents to N-enoyl oxazolidinones

Conjugate additions of organometallic reagents to α,β- unsaturated carboxylic acid derivatives give access to numerous β-substituted chiral building blocks. Chiral oxazolidinones serve as useful surrogates of carboxylic function in the asymmetric conjugate addition of Grignard reagents. N-Enoyl oxazolidinones undergo this 1,4-addition with a catalytic amount of copper salt and using either chiral or achiral phosphine ligands. In particular, chiral ferrocenyl phosphane oxazolines proved useful in achieving high diastereoselectivities. The resulting N-acyl oxazolidinones were obtained in good yields and with high diastereoselectivities (up to single diastereomer).