167959-48-0

Upstream product

• 96-09-3 styrene oxide 
• 3112-85-4 methylphenylsulfonate 
• 122-97-4 3-Phenyl-1-propanol 
• 4119-41-9 1-iodo-3-phenylpropan 
• 65885-28-1 1-phenyl-3-(phenylsulfonyl)propan-1-one 
• 21077-81-6 N,N-(dimethylamino)-methylphenylsulfoxonium tetrafluoroborate 

Downstream Products

• 1228297-54-8 3-chloro-3-phenyl-propyl phenyl sulfone 
• 139766-38-4 (2R,3S,5R)-3-Benzenesulfonyl-2-(2,4-dimethoxy-phenyl)-5-phenyl-tetrahydro-furan 
• 139766-38-4 (2R,3S,5S)-3-Benzenesulfonyl-2-(2,4-dimethoxy-phenyl)-5-phenyl-tetrahydro-furan 
• 139766-23-7 (E)-4-(2,4-dimethoxyphenyl)-1-phenyl-3-phenylsulfonyl-3-buten-1-ol 
• 139766-29-3 (Z)-4-(2,4-dimethoxyphenyl)-1-phenyl-3-phenylsulfonyl-3-buten-1-ol 
• 139766-37-3 (2S,3R,5S)-3-Benzenesulfonyl-2-methyl-5-phenyl-tetrahydro-furan 
• 139766-37-3 (2S,3R,5R)-3-Benzenesulfonyl-2-methyl-5-phenyl-tetrahydro-furan 
• 139766-12-4 4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-4-phenyl-2-(phenylsulfonyl)butanol benzoate 
• 139766-11-3 5-(tert-butyldimethylsilyloxy)-5-phenyl-3-phenylsulfonyl-2-pentanol 2-benzoate 
• 139766-45-3 1-((E)-2-Benzenesulfonyl-propenyl)-2,4-dimethoxy-benzene 
• 139766-22-6 (E)-1-phenyl-3-phenylsulfonyl-3-penten-1-ol 
• 161113-93-5 5-phenyl-3-(phenylsulfonyl)-4,5-dihydrofuran 
• 139766-01-1 1-(tert-butyldimethylsilyloxy)-1-phenyl-3-(phenylsulfonyl)propane 
• 72842-33-2 4,5-dihydro-5-phenyl-3-(phenylsulfonyl)-2(3H)-furanone 

Relevant academic research and scientific papers

Novel Synthesis of Cyclopropylaminosulfoxonium Salts from (Dimethylamino)phenylsulfoxonium Methylide

The reactions of (dimethylamino)phenylsulfoxonium methylide with aldehydes gave unusual cyclopropylaminosulfoxonium salts in good yields when 1,8-diazabicycloundec-7-ene (DBU) was used as a base.This ylide reacted with aldehydes to give the corresponding betaines, which resulted in the formation of vinylsulfoxonium salts.The additional ylide reacted with these salts to afford cyclopropylsulfoxonium salts.

Visible-Light-Promoted Remote C-H Functionalization of o-Diazoniaphenyl Alkyl Sulfones

Visible-light irradiation of ortho-diazoniaphenyl alkyl sulfones in the presence of Ru(bpy)32+ results in remote Csp3-H functionalization. Key mechanistic steps in these processes involve intramolecular hydrogen atom transfer from Csp3-H bonds to aryl radicals to generate alkyl/benzyl radicals. Subsequent polar crossover occurs by single-electron oxidation of the alkyl/benzyl radicals to carbenium ions that then intercept nucleophiles. We have developed remote hydroxylations, etherifications, an amidation, and C-C bond formation processes using this strategy.

Synthesis of substituted tetrahydrofurans via intermolecular reactions of γ-chlorocarbanions of 3-substituted 3-chloro-propylphenyl sulfones with aldehydes

Carbanions of 3-substituted-3-chloropropyl phenyl sulfones add to carbonyl groups of aldehydes to produce aldol type adducts that undergo 1,5-intramolecular substitution giving 2,3,5-trisubstituted tetrahydrofurans. The effect of substituents in the 3-pos

New one-step process for the synthesis of functionalized 1,6-dioxaspiro[4,5]decanes

β-Phenylsulfonyl dihydrofurans 1 were readily prepared by reduction of α-phenylsulfonyl-γ-lactones with DIBAL-H, followed by dehydration with MsCl-Et3N. Dihydrofurans 1 were deprotonated with n-BuLi and the resulting α-lithiated carbanion reacted with a wide variety of electrophiles. Particularly interesting is its reaction with γ-lactones because it affords 1,6-dioxaspiro[4,5]decanes in good yields in one-step procedure. This new method of synthesis of spiroketals, in non-acid conditions, is thermodynamically controlled and occurs with high stereoselectivity at C-4, C-5 and C-7, but not at C-2.

One-step Synthesis of Functionalized Dioxaspirodecanes from β-Phenylsulfonyl Dihydrofurans and γ-Lactones

A one-step synthesis of differently substituted 1,6-dioxaspirodecanes from readily available starting materials is described.The process is based on the condensation of the α-anion derived from β-phenylsulfonyl dihydrofurans with γ-lactones.The spirocyclization occurs with high stereoselectivity at C-4, C-5 and C-9, but not at C-2.

Stereoselective synthesis of 3-(phenylsulphonyl)-2,5 disubstituted tetrahydrofurans via 5-endo-trig ring-closure reactions

The synthesis and stereoselective 5-endo-trig cyclization reactions of a series of sulphonyl-substituted homoallylic alcohols are reported. Some competing reactions are described, and a model is proposed to account for the observed stereoselectivity.