512176-79-3

Upstream product

• 87769-42-4 5-phenyl-2,2,6-trimethyl-2h,4h-1,3-dioxin-4-one 
• 100-51-6 benzyl alcohol 
• 102-16-9 benzyl 2-phenylacetate 
• 108-24-7 acetic anhydride 
• 100-39-0 benzyl bromide 
• 103-82-2 phenylacetic acid 

Downstream Products

• 79120-96-0 (R)-(-)-3-phenylbutan-2-one 
• 23406-52-2 (S)-2-phenylpentan-3-one 
• 7782-26-5 (R)-2-Phenylpropionic acid 
• 7782-24-3 (S)-2-Phenylpropionic acid 
• 512176-91-9 benzyl 2-acetyl-2-phenylpropanoate 

Relevant academic research and scientific papers

Highly efficient palladium-catalyzed Suzuki-Miyaura reactions of potassium aryltrifluoroborates with 5-iodo-1,3-dioxin-4-ones in water: an approach to α-aryl-β-ketoesters

The high efficient palladium-catalyzed Suzuki-Miyaura reactions of potassium aryltrifluoroborates 3 with 5-iodo-1,3-dioxin-4-ones 2a-b in water as only solvent in the presence of n-Bu4NOH as base is reported. The respective 5-aryl-1,3-dioxin-4-ones 4a-n were obtained in good to excellent yields. The catalyst system provides high efficiency at low load using electronically diverse coupling partners. The obtained 2,2,6-trimethyl-5-aryl-1,3-dioxin-4-ones were transformed into corresponding α-aryl-β-ketoesters 6 by reaction with an alcohol in the absence of solvent.

Catalysed asymmetric protonation of simple linear keto-enolic species a route to chiral α-arylpropionic acids

The reaction cascade consisting of deprotection/decarboxylation/asymmetric protonation of enolic species, starting from open-chain benzyl β-oxo esters, has been studied. When carried out in the presence of catalytic amounts of cinchonine, the reaction gave optically active α-aryl ketones with up to 75% ee. Enantio-enriched (S)-3-phenyl-2-butanone can be converted into 2-phenylpropionic acid without racemisation. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.