Method for synthesis of 1-adamantyl esters of unsaturated acids

Synthetic Utilization of 2H-Heptafluoropropane: Ionic 1,4-Addition to Electron-Deficient Carbon–Carbon Unsaturated Bonds

“…Substrates 1a , 1b , 1d , and 1e were synthesized according to a reported literature procedure . A 300 mL three-necked flask equipped with a stirring bar was charged with 1-adamantyl alcohol (50 mmol, 7.61 g), triethylamine (75 mmol, 10 mL), and dichloromethane (100 mL) in a N 2 atmosphere.…”

“…Substrates 1a , 1b , 1d , and 1e were synthesized according to a reported literature procedure. 18 A 300 mL three-necked flask equipped with a stirring bar was charged with 1-adamantyl alcohol (50 mmol, 7.61 g), triethylamine (75 mmol, 10 mL), and dichloromethane (100 mL) in a N 2 atmosphere. After cooling the solution to 0 °C, acyl chloride (75 mmol) was added dropwise to the stirred solution over a period of 30 min, and the reaction mixture was stirred for 1 h at 0 °C.…”

Reactions of 1,3-dehydroadamantane with inorganic oxygen-free acids

“…1,3 ]decane (I) [1]} with acids was the reaction with acetic acid [2], which afforded 1-adamantyl acetate in almost quantitative yield. Later on, reactions of I with acrylic, methacrylic, and cinnamic acids with formation of the corresponding 1-adamantyl esters in high yield were described [3,4]. These reactions are characterized by relatively short time and mild conditions.…”