301663-67-2

Upstream product

• 917-64-6 methyl magnesium iodide 
• 169737-79-5 trans,trans-(1S,2R,4R,5S)-1,2,4,5-Diepoxy-1,5-diphenylpentan-3-one 
• 35225-79-7 dibenzylideneacetone 

Downstream Products

• 7782-24-3 (S)-2-Phenylpropionic acid 
• 301663-68-3 (2S,3R,5R,6S)-3,4,5-Trihydroxy-4-methyl-2,6-diphenylheptane 

Relevant academic research and scientific papers

Stereocontrolled ring-opening of some enantiomerically enriched epoxy ketones and epoxy alcohols using trimethylaluminium: Synthesis of (S)-2-arylpropanoic acids

Poly-(D)-leucine-catalysed epoxidation of chalcone furnished epoxide (+)-6; treatment of this epoxide with trimethylaluminium followed by zinc borohydride reduction and oxidative cleavage furnished (S)-2-phenylpropanoic acid 11. In a complementary sequence epoxy ketones (-)-6 and 25 were converted into (S)-2-phenylpropanoic acid and (S)-fenoprofen 5 respectively by reduction with zinc borohydride, reaction with trimethylaluminium and oxidative cleavage. Similarly epoxy ketones (-)-6, 21 and 28 were treated with methylmagnesium iodide, trimethylaluminium and the resultant alcohols subjected to oxidative cleavage to afford (S)-2-phenylpropanoic acid (from the first two substrates) and (S)-naproxen 1.