130307-35-6

Upstream product

• 1191-99-7 2,3-dihydro-2H-furan 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 931-59-9 benzenesulfenyl chloride 
• 68659-97-2 C₉H₈F₃O₂S⁽¹⁺⁾*C₂F₃O₂^(1-) 
• 108-95-2 phenol 

Downstream Products

• 133128-40-2 3-(phenylsulfonyl)-4,5-dihydrofuran 
• 211310-21-3 4-(Phenylsulfinyl)-2,3-dihydrofuran 
• 260364-26-9 (4R,5R,7R,8R,9R,10R)-7,8-O-(di-tert-butylsilylene)-8,9,10-trihydroxy-7-hydroxymethyl-4-phenylsulfonyl-9-O-(trimethylsilyl)-1,6-dioxaspiro[4.5]decane 
• 260364-25-8 (4R,5R,7R,8R,9S)-7,8-O-(di-tert-butylsilylene)-8,9-dihydroxy-7-hydroxymethyl-4-phenylsulfonyl-9-O-(trimethylsilyl)-1,6-dioxaspiro[4.5]decan-10-one 
• 260364-27-0 (4R,5R,7R,8R,9R,10R)-7,8-O-(di-tert-butylsilylene)-8,9,10-trihydroxy-7-hydroxymethyl-4-phenylsulfonyl-1,6-dioxaspiro[4.5]decane 

Relevant academic research and scientific papers

Sulfur Extrusion with Tin Radical: Synthesis of 4′,5′ -Didehydro-5′-deoxy-5′-(tributylstannyl)adenosine, an Intermediate for Potential Inhibitors against S-Adenosyl Homocysteine Hydrolase

A new approach has been developed for the synthesis of potential inhibitors of S-adenosyl-L-homocysteine (AdoHcy) hydrolase. The key intermediate 9-[2,3-bis-O-(tert-butyldimethylsilyl)-5-(Z)-(tributylstannyl) -5-deoxy-β-D-erythro-pent-4-enofuranosyl] adenine (12) was prepared by sulfur extrusion reaction of 4′,5′- didehydro-5′ -deoxy-5′-(phenylthio)adenosine (11) with tributyltin radical. It was found that this reaction proceeds stereoselectively, forming 12 irrespective of the geometry of 11. Compound 12 readily underwent iodination, bromination, and chlorination with retention of configuration, whereas fluorination gave both (Z)- and (E)-isomers of vinyl fluoride. Because of the susceptibility of 12 to protodestannylation, the (Z)-vinyl iodide (13), prepared in quantitative yield from 12, was used as a substrate for C-C bond formation. Various types of carbon substituents (phenyl, vinyl, trifluorovinyl, ethynyl, and cyano) were introduced to the 5′-position of the 5-deoxy-β -D-erythro-pent-4-enofuranosyl structure to open up a new route to potential inhibitors of AdoHcy hydrolase.

Sulfoxides as stereochemical controllers in intermolecular Heck reactions

The study of a variety of substituted sulfoxides as chiral auxiliaries in intermolecular Heck reactions of sulfinyldihydrofurans and sulfinylcyclopentenes with different iodoarenes is reported. In the presence of [Pd(OAc)2]/Ag2COsub

The Reaction of Acyloxysulfonium Salt with Cyclic Enol Ethers: Novel Synthesis of Vinyl Sulfides

The reaction of 2,3-dihydrofuran (1), dihydropyran (2) and indole (8) with acyloxysulfonium salt (3) and triethyl amine furnished vinyl sulfides 6, 7 and 10 respectively in very good yields.