1334209-75-4

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 18869-43-7 DL-leucine methyl ester 
• 1365556-03-1 C₁₆H₂₃NO₃S 
• 1334209-74-3 C₁₆H₂₁NO₃S 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 1334209-55-0 (E)-6-(N-(prop-2-ynyl)-N-tosylamino)-8-methylnon-4-en-1-yn-3-yl pivalate 
• 1334209-70-9 1,2,3,8a-tetrahydro-1-isobutyl-2-tosylcyclohepta[c]pyrrol-6-yl pivalate 

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.