Cyclization of Hindered Fluorinated Dichloro (5-and 6-) alkenyl Radicals. Structural Effects of Olefins on the Selective Formation of 5-exo and 6-endo Cyclization …
Reaction of 3-butenyl radicals generated by photolysis of variously substituted Barton esters (both open-chain 1a-d and cyclohexyl 1e-h) with CF2 CCl2 gave a mixture of cyclized products (cyclopentanes 6 and 8 and cyclohexanes 7 and 9) as well as noncyclized products (4 and 5) in various ratios depending on the substitution pattern at the olefinic moiety. The product ratios of [cyclization (6+ 7+ 8+ 9): noncyclization (5)] for 1 with more ...