178550-13-5

Upstream product

• 169701-77-3 (2E,4E)-1-Piperidin-1-yl-5-(toluene-4-sulfonyl)-penta-2,4-dien-1-one 
• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 
• 178550-17-9 (E)-4-Methoxy-1-piperidin-1-yl-penta-2,4-dien-1-one 

Relevant academic research and scientific papers

(2E)-4-Methoxy-2,4-pentadienamides as new dienes in the Diels-Alder reaction

(2E)-4-Methoxy-2,4-pentadienamides have been stereoselectively prepared by treatment of (2E,4E)-5-tosyl-2,4-pentadienamides with 1M methanolic potassium hydroxide in good yields. They behave as new electron-rich dienes in Diels-Alder reactions to give stereoselectively highly functionalized adducts 3 mainly with endo-selectivity and, after hydrolysis, only their corresponding cyclohexanone derivatives 4. Semi-empirical calculations corroborate their reactivity.