1365555-32-3

Upstream product

• 99048-49-4 3-Phenyl-5-trimethylsilanyl-pent-1-en-4-yn-3-ol 
• 100-52-7 benzaldehyde 
• 3282-30-2 pivaloyl chloride 
• 5963-63-3 3-phenylpent-4-en-1-yn-3-ol 
• 89530-34-7 1-phenyl-3-trimethylsilylprop-2-yn-1-ol 
• 13829-77-1 3-(trimethylsilyl)-1-phenyl-2-propyn-1-one 

Downstream Products

• 1365554-67-1 4-(hydroxymethyl)-7-phenylcyclohepta-1,3,6-trienyl 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.