1045345-99-0

Upstream product

• 688-73-3 tri-n-butyl-tin hydride 
• 100-52-7 benzaldehyde 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 536-74-3 phenylacetylene 

Downstream Products

• 868564-65-2 (-)-(S)-2-(E)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol 
• 729593-96-8 (-)-(2SS_S)-3-(Z)-5-(Z)-6-phenyl-5-(p-tolylsulfinyl)hexa-3,5-dien-2-ol 
• 729593-97-9 (-)-(2SS_S)-3-(Z)-5-(Z)-6-phenyl-5-(p-tolylsulfinyl)hexa-3,5-dien-2-ol 
• 729593-98-0 (-)-(S)-2-(Z)-4-(Z)-3-methyl-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol 
• 1211944-97-6 (-)-(S)-2-(E)-4-(Z)-3-methyl-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol 
• 1211944-96-5 (-)-(R,S(S))-3-[(Z)-2-phenyl-1-(p-tolylsulfinyl)vinyl]cyclohex-2-enol 
• 868564-67-4 (+)-(3aR,4S,7S,7aR,S_S)-7-(hydroxymethyl)-2,4-diphenyl-5-(p-tolylsulfinyl)-3a,4,7,7a-tetrahydro-2H-isoindole-1,3-dione 
• 729593-95-7 (-)-(S)-2-(Z)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol 

Relevant academic research and scientific papers

Facile Synthesis of Stereodefined α-Iodovinyl Sulfoxides, Versatile Platform to Trisubstituted Olefins

Stereodefined α-iodovinyl sulfoxides bearing a sulfinyl group and an iodo group were prepared by a one-pot iodination/Horner-Wadsworth-Emmons reaction protocol. This reaction can be applied to a wide range of aldehydes, and further application was demonstrated.

Synthesis of Enantiopure 3-Hydroxypiperidines from Sulfinyl Dienyl Amines by Diastereoselective Intramolecular Cyclization and [2,3]-Sigmatropic Rearrangement

The highly diastereoselective base-promoted intramolecular cyclization of a variety of enantiopure sulfinyl dienyl amines provides novel sulfinyl tetrahydropyridines that are readily converted to 3-hydroxy tetrahydropyridines via sigmatropic rearrangement. The influence of N- and C- substituents on the process has been studied. Procedures to shorten the sequence such as the tandem cyclization followed by [2,3]-sigmatropic rearrangement, as well as cyclization of the free amine, under Boc- or ArSO- deprotection conditions have been examined. Good to excellent levels of selectivity are generally observed for the reported transformations (dr: 75/25 to >98/2). A novel protocol to access substituted amino dienyl sulfoxides is also reported.

Sulfur-directed enantioselective synthesis of functionalized dihydropyrans

(Chemical Equation Presented) The highly selective base-promoted cyclization of enantiopure sulfinyl dienols affords allylic sulfinyl dihydropyrans. The scope of this methodology, including the preparation of seven-membered rings, has been studied in dept