139766-22-6

Upstream product

• 96-09-3 styrene oxide 
• 167959-48-0 1-phenyl-3-(phenylsulfonyl)-propan-1-ol 
• 3112-85-4 methylphenylsulfonate 
• 139766-01-1 1-(tert-butyldimethylsilyloxy)-1-phenyl-3-(phenylsulfonyl)propane 
• 129192-21-8 1-(tert-butyldimethylsilyloxy)-1-phenyl-3-phenylsulfonyl-4-pentanol 
• 139766-11-3 5-(tert-butyldimethylsilyloxy)-5-phenyl-3-phenylsulfonyl-2-pentanol 2-benzoate 
• 254761-84-7 3-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentan-2-one 

Downstream Products

• 139766-31-7 2-phenyl-3-phenylsulfonyl-5-methyl tetrahydrofuran 
• 139766-37-3 (2S,3R,5R)-3-Benzenesulfonyl-2-methyl-5-phenyl-tetrahydro-furan 
• 139766-37-3 (2S,3R,5S)-3-Benzenesulfonyl-2-methyl-5-phenyl-tetrahydro-furan 

Relevant academic research and scientific papers

Stereoselective synthesis of substituted tetrahydrofurans using 5-Endo- trig cyclisation reactions

Sulfonyl-substituted homoallylic alcohols undergo 5-endo-trig cyclisation reactions on treatment with base, with cyclisation stereoselectivity depending on double bond geometry.

Stereoselective Synthesis of 2,5-Dialkyl-3-(phenylsulfonyl) Tetrahydrofurans via Cyclisation of Z-Sulfonyl-substituted Homoallylic Alcohols

Z-Sulfonyl-substituted homoallylic alcohols 3 underwent highly anti-selective base-mediated 5-endo-trig cyclisation reactions to give 2,5-dialkyl-3-phenylsulfonyl tetrahydrofurans anti-2.A simple steric model is proposed to account for the high selectivit

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.