ISSN:
0009-2940
Keywords:
Ozonolysis
;
Carbonyl oxides
;
Ketene acetals
;
1,2-Dioxolanes
;
Ozonides, primary
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
New Studies Concerning the Reactivity of Formaldehyde Oxide, Acetaldehyde Oxide, and Propionaldehyde OxideReactivity 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.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921251123
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