21019-54-5

Upstream product

• 100-42-5 styrene 
• 3282-32-4 2-diazo-acetophenone 
• 176242-50-5 (S)-1-Phenyl-3-diphenylphosphinoylpropan-1-yl benzoate 
• 176242-45-8 (S)-3-(diphenylphosphinyl)-1-phenylpropan-1-ol 
• 176242-43-6 (S)-(E)-3-Diphenylphosphinoyl-1-phenylprop-2-en-1-ol 
• 165611-45-0 (1R,2S)-3-Diphenylphosphinoyl-1-phenylpropane-1,2-diol 
• 98-88-4 benzoyl chloride 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 176242-54-9 (2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran 

Downstream Products

• 1145-92-2 (1SR,2SR)-phenyl(2-phenylcyclopropyl)ketone 
• 1145-91-1 cis-(2-phenylcyclopropyl)(phenyl)methanone 

Relevant academic research and scientific papers

Asymmetric intermolecular cyclopropanation of alkenes by diazoketones catalyzed by Halterman iron porphyrins

The asymmetric addition of diazoacetophenone to styrene derivatives to give optically active cyclopropyl ketones (ee up to 80%) was carried out using chiral iron porphyrins as homogeneous catalysts. Intermolecular N-H functionalization of anilines by mean

Stereocontrol with phosphine oxides: Synthesis of optically active cyclopropyl ketones

Treatment of -keto y'-hydroxy phosphine oxides, or silylated hemiacetal derivatives of these compounds, with potassium /e/7-butoxide in /e/7-butyl alcohol leads to the formation of cyclopropyl ketones. The synthesis of optically active 1, 2-di- and 1, 2,

Diastereoselective reactions and rearrangements of chiral allylic sulfoximines

The nucleophilic and electrophilic chemistry of chiral allylic sulfominines and their alkyl sulfoximine counterparts are described including the synthesis of highly functionalised cyclopropanes derivatives. The synthesis of primary and secondary N-tosyl a

Cyclopropanation reactions of enones with lithiated sulfoximines: Application to the asymmetric synthesis of chiral cyclopropanes

Stabilized lithiated sulfoximines 2 and 9 undergo highly diastereoselective Michael reactions with acyclic enones under kinetically controlled conditions. At rt the initially formed anionic Michael adducts undergo intramolecular displacement of the sulfonimidoyl group, with inversion of stereochemistry at the carbon bearing the nucleofuge, to give cyclopropanes. Lithiated sulfoximines derived from S-alkyl sulfoximines give mixtures of 1,2- and 1,4-adducts with enones mider kinetically controlled conditions. However, at rt the 1,2-adducts are in equilibrium with their corresponding 1,4-adducts. The 1,4-adducts are formed in a highly diastereoselective manner and are rapidly converted to diastereomerically pure cyclopropanes in good to excellent yields. Optically active versions of these sulfoximines give cyclopropanes in high enantiomeric purities.

Intramolecular acylations of γ-benzoyloxy phosphine oxides: Synthesis of optically active cyclopropyl ketones

Intramolecular acylation of γ-benzoyloxy phosphine oxides with LDA in the presence of Me3SiCl gives silyl ethers with high stereoselectivity: treatment of these silyl ethers with t-BuOK gives optically active di- and trisubstituted cyclopropyl ketones in good yield.