Synthese von 1,2‐Dioxolanen durch Ozonolyse 1,1‐disubstituierter nichtaktivierter Olefine

Abstract

Synthesis of 1,2‐Dioxolanes by Ozonolysis of 1,1‐Disubstituted Nonactivated Olefins 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. 10% 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.

Fields of Ozone Applications

“…The latter can react with the initial olefin leading to the formation of 2-dioxalanes with 10 % yield. At the addition of "foreign" olefins or aldehydes other dioxalanes and normal ozonides can be obtained [94].…”

“…The steroeselective synthesis of (2s, 3s) norstatine derivatives is carried out through aldehydes ozonolysis in the presence of lithium methoxyallene [94].…”