2031-38-1

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 75-07-0 acetaldehyde 
• 762-72-1 allyl-trimethyl-silane 
• 111957-98-3 Pent-4-en-2-ol 
• 2117-11-5 4-pentyn-2-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 13325-12-7 4-amino-2-pentanol 
• 4104-47-6 N-sulfinyl-p-toluenesulfonamide 
• 504-60-9 penta-1,3-diene 
• 497069-39-3 O-{1-methyl-3-[(p-tolylsulfonyl)amino]butyl} 1H-imidazole-1-carbothioate 
• 866036-95-5 tert-butyl 1-methyl-3-butenyl[(4-methylphenyl)sulfonyl]carbamate 
• 2031-13-2 3-methyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-[1,2]thiazine 1-oxide 

Downstream Products

• 942301-81-7 C₁₈H₂₉NO₄S 
• 942301-64-6 C₁₄H₂₀N₂O₃S 
• 942301-87-3 C₁₄H₁₉NO₃S 

Relevant academic research and scientific papers

A detailed investigation of the aza-prins reaction

The development of a Lewis acid-promoted aza-Prins reaction to form piperidines and pyrrolidines is described. Indium trichloride has been found to be a highly successful and mild Lewis acid for promoting this reaction. A thorough mechanistic investigation is described, including the factors that influence the formation of the 5- or 6-membered ring product(s). The Royal Society of Chemistry.

Stereocontrolled intramolecular nitrile oxide cycloaddition reaction using a gauche-gauche interaction

A gauche-gauche interaction is proposed as a powerful controlling factor for the stereochemistry in the intramolecular nitrile oxide cycloaddition reaction derived from N-protected 3-(N-allylamino)propionaldehyde and 2-(N-homoallylamino)acetaldehyde oxime

Stereoselective radical Aryl migration reactions from sulfur to carbon

Stereoselective aryl migration reactions from sulfur in sulfonates and sulfonamides to C-centered radicals are reported. The 1,5-aryl migration from sulfur to differently substituted C-centered radicals could be performed with high yields and selectivities. Functionalized aryl groups could also be transferred by this new method. A model to explain the stereochemical outcome of the reaction is presented and some mechanistic aspects of this reaction are discussed. Aryl migration reactions from sulfur in sulfinates to carbon radicals were less efficient, and the corresponding migrations in aryl sulfoxides were not observed at all. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

A new, highly stereoselective approach to pyrrolidines via overall 5-endo-trig cyclisations of homoallylic tosylamides

Iodocyclisations of E-homoallylic tosylamides 7 lead to excellent yields of either 2,5-trans- or 2,5-cis-3-iodopyrrolidines (10 or 11), depending upon the reaction conditions.