221637-37-2

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 221637-36-1 (S)-N-trans-2-butenoyl-4,4-dimethylpyroglutamate 
• 221637-35-0 (S)-ethyl 4,4-dimethyl-5-oxopyrrolidine-2-carboxylate 

Downstream Products

• 4593-90-2 (S)-2-phenylbutanoic acid 
• 1217832-12-6 (S)-4,4-dimethyl-5-oxopyrrolidine-2-carboxylic acid 

Relevant academic research and scientific papers

Asymmetric Michael addition reactions using ethyl (S)-4,4- dimethylpyroglutamate as a chiral auxiliary

Ethyl 4,4-dimethylpyroglutamate has been used as a chiral auxiliary for α,β-unsaturated acids in Michael addition reactions. The conjugate addition of Grignard reagents to the amides in the presence of copper iodide, tetramethylene diamine (TMEDA) and trimethylsilyl chloride, proceeded with high yields and excellent stereoselectivities, yielding after hydrolysis enantiomerically pure β-substituted carboxylic acid derivatives.