The Photochemistry of 4,5-Disubstituted 1,3-Dioxolen-2-ones
- 1 September 1972
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 45 (9) , 2797-2801
- https://doi.org/10.1246/bcsj.45.2797
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.This publication has 25 references indexed in Scilit:
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