1365555-08-3

Upstream product

• 1365555-62-9 C₁₉H₂₁NO₅S 
• 3282-30-2 pivaloyl chloride 
• 774242-01-2 N-[(2Z)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide 
• 384836-87-7 (2E)-N-(3-formyl-2-propenyl)-N-(2-propynyl)tosylamide 
• 127451-46-1 N-(4-acetoxybut-2-enyl)-N-(prop-2-ynyl)-p-toluenesulfonamide 

Downstream Products

• 1365553-44-1 ethyl 1,2,3,8a-tetrahydro-6-(pivaloyloxy)-2-tosylcyclohepta[c]pyrrole-5-carboxylate 

Relevant academic research and scientific papers

Rhodium-catalyzed intra- and intermolecular [5 + 2] cycloaddition of 3-acyloxy-1,4-enyne and alkyne with concomitant 1,2-acyloxy migration

A new type of rhodium-catalyzed [5 + 2] cycloaddition was developed for the synthesis of seven-membered rings with diverse functionalities. The ring formation was accompanied by a 1,2-acyloxy migration event. The five- and two-carbon components of the cycloaddition are 3-acyloxy-1,4-enynes (ACEs) and alkynes, respectively. Cationic rhodium(I) catalysts worked most efficiently for the intramolecular cycloaddition, while only neutral rhodium(I) complexes could facilitate the intermolecular reaction. In both cases, electron-poor phosphite or phosphine ligands often improved the efficiency of the cycloadditions. The scope of ACEs and alkynes was investigated in both the intra- and intermolecular reactions. The resulting seven-membered-ring products have three double bonds that could be selectively functionalized.