Stereoselective Diels-Alder reaction of electrogenerated quinones on a PTFE-fiber coated electrode in lithium perchlorate / nitromethane

✍ Scribed by Kazuhiro Chiba; Madoka Jinno; Ryota Kuramoto; Masahiro Tada

• Book ID: 104259563
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 221 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)01090-9

✦ Synopsis

Diels-Alder reaction of dienes and in situ generated quinones was accelerated on a PTFE-fiber in an electrolytic lithium perchlorate / nitromethane system. In the presence of PTFE-fiber on a glassy carbon electrode, unstable quinones were efficiently generated by electrooxidation and trapped by dienes maintained on the poly-fluorinated fiber to give the desired cycloadducts stereoselectively in excellent yields.