139765-97-2

Upstream product

• 3112-85-4 methylphenylsulfonate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 75-56-9 methyloxirane 
• 65288-08-6 (RS)-4-phenylsulfonyl-2-butanol 

Downstream Products

• 139766-03-3 6-(tert-butyldimethylsilyloxy)-2-methyl-4-phenylsulfonyl-3-heptanol 3-benzoate 
• 254761-83-6 3-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-hexan-2-ol 
• 139766-02-2 5-(tert-butyldimethylsilyloxy)-3-phenylsulfonyl-2-hexanol 2-benzoate 
• 139766-05-5 4-(tert-butyldimethylsilyloxy)-1-phenyl-2-(phenylsulfonyl)-1-pentanol 1-benzoate 
• 139766-04-4 1-benzyloxy-5-(tert-butyldimethylsilyloxy)-3-phenylsulfonyl-2-hexanol 2-benzoate 
• 139766-06-6 4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)-1-pentanol 1-benzoate 
• 139766-44-2 (E)-4-Benzenesulfonyl-6-benzyloxy-hex-5-en-2-ol 
• 139766-43-1 4-Benzenesulfonyl-6-methyl-hept-5-en-2-ol 
• 139766-32-8 (2S,3R,5R)-3-Benzenesulfonyl-2-(2,4-dimethoxy-phenyl)-5-methyl-tetrahydro-furan 
• 139766-32-8 (2S,3R,5S)-3-Benzenesulfonyl-2-(2,4-dimethoxy-phenyl)-5-methyl-tetrahydro-furan 
• 139766-17-9 (E)-5-(2,4-dimethoxyphenyl)-4-phenylsulfonyl-4-penten-2-ol 
• 139766-27-1 (Z)-5-(2,4-dimethoxyphenyl)-4-phenylsulfonyl-4-penten-2-ol 
• 139766-15-7 (E)-6-benzyloxy-4-phenylsulfonyl-4-hexen-2-ol 
• 139766-25-9 (Z)-6-benzyloxy-4-phenylsulfonyl-4-hexen-2-ol 

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 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.