T. Hiyama, S. Fujita, H. Nozaki
Sep 1, 1972
Citations
0
Influential Citations
12
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The benzene-sensitized photoreaction of 4,5-dipropyl- (IIa) and 4,5-tetramethylene-1,3-dioxolen-2-one (lIb) in isopropyl alcohol gives two reduction products, cis- (V) and trans-4,5-disubstituted 1,3-dioxolan-2-one (VI). The irradiation of octa- (IId) and decamethylene-bridged vinylene carbonate (IIe) results in transannular hydrogen atom transfer from a methylene group to the olefinic bond and a subsequent recombination affording three tricyclic products, IX, X, and XIX. An examination of the stereochemistry of the products has indicated the participation of a diradical intermediate.