139765-99-4

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 115369-26-1 4-Benzenesulfonyl-1-benzyloxy-butan-2-ol 
• 2930-05-4 Benzyloxymethyl-oxiran 
• 3112-85-4 methylphenylsulfonate 

Downstream Products

• 139766-08-8 6-benzyloxy-5-(tert-butyldimethylsilyloxy)-3-phenylsulfonyl-2-hexanol 2-benzoate 
• 139766-09-9 5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate 
• 254761-94-9 (E)-1-benzyloxy-5-cyclohexyl-4-phenylsulfonyl-4-penten-2-ol 
• 254761-95-0 (Z)-1-benzyloxy-5-cyclohexyl-4-phenylsulfonyl-4-penten-2-ol 
• 139766-35-1 (2S,3R,5S)-3-Benzenesulfonyl-5-benzyloxymethyl-2-(2,4-dimethoxy-phenyl)-tetrahydro-furan 
• 139766-35-1 (2S,3R,5R)-3-Benzenesulfonyl-5-benzyloxymethyl-2-(2,4-dimethoxy-phenyl)-tetrahydro-furan 
• 139766-20-4 (E)-1-benzyloxy-5-(2,4-dimethoxyphenyl)-4-phenylsulfonyl-4-penten-2-ol 
• 139766-28-2 (Z)-1-benzyloxy-5-(2,4-dimethoxyphenyl)-4-phenylsulfonyl-4-penten-2-ol 
• 139766-34-0 (2S,3R,5S)-3-Benzenesulfonyl-5-benzyloxymethyl-2-methyl-tetrahydro-furan 
• 139766-34-0 (2S,3R,5R)-3-Benzenesulfonyl-5-benzyloxymethyl-2-methyl-tetrahydro-furan 
• 139766-19-1 (E)-1-benzyloxy-4-phenylsulfonyl-4-hexen-2-ol 
• 172476-72-1 1-benzyloxy-2-(tert-butyldimethylsilyloxy)-5-cyclohexyl-4-phenylsulfonyl-5-pentanol 

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.