5381-88-4

Upstream product

• 7614-93-9 1,3-diphenyl-1-butene 
• 19804-64-9 cis-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone 
• 5411-12-1 (2S,3R)-phenyl(3-phenyloxiran-2-yl)methanone 
• 100-42-5 styrene 
• 614-47-1 1,3-diphenyl-propen-3-one 

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.