An intramolecular diene-carbene cycloaddition equivalence. The observation of a remarkable substituent effect on photorearrangement of tricyclo[4.3.0.05,7]non-3-en-2-ones

✍ Scribed by Arthur G. Schultz; James P. Dittami; Kan K. Eng

• Publisher: Elsevier Science
• Year: 1984
• Tongue: French
• Weight: 254 KB
• Volume: 25
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)80127-1

✦ Synopsis

The preparation and photorearrangement of vinyl cyclopropanes 2a-c and pyrazolines 2 and C

-are presented.

We have described a method for accomplishing the synthetic equivalence of an intramolecular cycloaddition between a diene and a nitrene (A+ B; X = N).2 We now wish to report fundamentally new chemistry associated with the diene-carbene synthetic equivalence (X = CH);