136847-64-8Relevant academic research and scientific papers
Synthesis of 1,2-Dioxolanes by Ozonolysis of 1,1-Disubstituted Nonactivated Olefins
Reiser, Ralf,Seeboth, Rolf-Guenter,Sueling, Carsten,Wagner, Gabriele,Wang, Jinkai,Schroeder, Gerhard
, p. 191 - 195 (2007/10/02)
Ozonolyses of the cyclopropyl-substituted olefins 2a, 2b, and 2c do not produce the carbonyl oxides 1a, 1b, and 1c but formaldehyde oxide (1d); 1d can be trapped by the starting olefin and provides the 1,2-dioxolanes 6a, 6b, and 6c, respectively, in ca. 10percent yield.Other dioxolanes and normal ozonides may be obtained by the addition of olefins or aldehydes to solutions of the primary ozonides of 2a and 2b.Key-Words: Ozonolysis / Alkylidenecycloalkanes / Carbonyl oxides / 1,2-Dioxolanes / 1,2,4-Trioxolanes
New Studies Concerning the Reactivity of Formaldehyde Oxide, Acetaldehyde Oxide, and Propionaldehyde Oxide
Reiser, Ralf,Sueling, Carsten,Schroeder, Gerhard
, p. 2493 - 2502 (2007/10/02)
Reactivity and selectivity of formaldehyde oxide (1a), acetaldehyde oxide (1b), and propionaldehyde oxide (1c) is tested by adding a cooled solution of one or two dipolarophiles to a solution of the primary ozonides of the olefins 2a, 2b or the ketene acetals 7a-c, respectively.Different selectivities are observed for the different carbonyl oxides.Only 1a is able to react with non-activated olefins like methylenecyclopentane (4a), norbornene (4b), 3-methylstyrene (4c), and cyclopentadiene (4d) under these conditions.Activated olefins turn out to be good quenchers for 1a.Both 1a and 1b react with fulvene 4e in completely different ways.Contrary to 1a, the carbonyl oxides 1b and 1c clearly prefer carbonyl compounds to activated olefins. Key Words: Ozonolysis / Carbonyl oxides / Ketene acetals / 1,2-Dioxolanes / Ozonides, primary
