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.
Synthesis of 1,2-Dioxolanes by Ozonolysis of 1,1-Disubstituted Nonactivated Olefins.-The olefins (I) are the first non-activated olefins producing 1,2-dioxolanes, e.g. (IV) by ozonolysis. Their formation is explained by the transient generation of formaldehyde oxide (VI), which is trapped by the starting olefin. On addition of another reactant such as (VII) or (IX), the intermediate (VI) is trapped forming the products (VIII) or (X). -(REISER, R.; SEEBOTH, R.-G.; SUELING, C.; WAGNER, G.; WANG, J.; SCHROEDER, G.; Chem.
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