Mn(III)-Induced molecular oxygen trapping reaction of alkenes with 2,3-pyrrolidinedione derivatives. A novel entry to 1-hydroxy-8-aza-2,3-dioxabicyclo[4.3.0]nonan-9-ones

✍ Scribed by Van-Ha Nguyen; Hiroshi Nishino; Kazu Kurosawa

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 204 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)00166-4

✦ Synopsis

Molecular oxygen trapping reaction of alkenes with 2,3-pyrrolidinedione derivatives was developed using a Mn(lll)-induced oxidation system. AIkenes and 2,3-pyrrolidinediones were treated with manganese(Ill) acetate in acetic acid under a stream of dry air, giving l-hydroxy-8-aza-2,3-dioxabicyclo[4.3.0]nonan-9-ones in good yields. The reaction involved molecular oxygen trapping of radicals which were formed by the addition of pyrrolidinedione radicals induced by Mn(llI) to alkenes.