Fluorine control of stereospecifity and regioselectivity in photocycloaddition reactions. Cycloaddition reactions of 1,1-diphenyl-2-fluoroethylene

✍ Scribed by Boris Šket; Marko Zupan

• Publisher: Elsevier Science
• Year: 1978
• Tongue: French
• Weight: 122 KB
• Volume: 19
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)94841-5

✦ Synopsis

The photocycloaddition reactions of l,l-diphenylethylene have been studied in the presence of various alkenes'. Cantrell has shown that the excited triplet state of l,l-diphenylethylene gave 2 + 2 cycloadductr lb in the presence of certain olefins. The fluorine atom as a substituent has been used several times as a marker in photochemical transformations2. We now report results of studies on the stereochemistry of the cycloaddition of excited l,l-diphenyl-2-fluoroethylene (y to cyclopentene and furane.