176685-89-5

Upstream product

• 95736-15-5 2-(t-butyldimethylsiloxy)-3-methyl but-1-ene 
• 4559-70-0 Diphenylphosphine oxide 
• 547-63-7 Methyl isobutyrate 
• 2129-89-7 diphenyl(methyl)phosphine oxide 

Downstream Products

• 176685-90-8 3-(Diphenyl-phosphinoyl)-5-methyl-4-oxo-hexanoic acid ethyl ester 
• 176685-92-0 3-(Diphenyl-phosphinoyl)-5-methyl-4-oxo-hexanoic acid 

Relevant academic research and scientific papers

Diphenylphosphinoyl-mediated synthesis of ketones

α-Diphenylphosphinoyl ketones are selectively and sequentially alkylated at the α-position. Double lithiation and selective alkylation occurs at the less stabilised γ-position. Dephosphinoylation of the alkylation products gives ketones. Mono-alkylation is selective, highly crystalline intermediates are formed and a one-pot strategy is possible. The method is ideally suited for the preparation of acid-sensitive ketones. The Royal Society of Chemistry 2006.

Sulfonylation and Phosphinylation of Olefinic Compounds with Radical Species Generated by the Oxidation of Sodium Sulfinates and Diphenylphosphine Oxide

Sodium arenesulfinates are oxidized with manganese(III) 2-pyridinecarboxylate or ammonium cerium(IV) nitrates to generate sulfonyl radicals, which add to olefinic compounds to afford sulfonylated products in good yield. When 1-vinyl cyclic alcohols are used as sulfonyl radical acceptors, sulfonylation proceeds with ring-enlargement. Diphenylphosphinyl radical can also be generated by treating diphenylphosphine oxide with manganese(III) 2-pyridinecarboxylate and reacts with olefinic compounds, giving phosphinylated products.