Please use this identifier to cite or link to this item: doi:10.22028/D291-22305
Title: Ozonolysis of Enol Ethers, Part 101: A Mechanistic Study of the Regioselectivity of Ozone Oxygen Distribution During Ozonolysis of Exocyclic 2-Alkoxy- alkylidene 1-Mono- and 1,3-Dicarbonyl Compounds
Author(s): Schank, Kurt
Beck, Horst
Pistorius, Susanne
Other involved persons: Heisel, Thomas
Language: English
Year of Publication: 1997
SWD key words: Enolether
Free key words: Regioselektivität
Enol ethers
regioselectivity of ozonolysis
phthalonic acid anhydride
DDC notations: 540 Chemistry
Publikation type: Report
Abstract: Enol Ethers bearing one or two ester carbonyl groups as acceptor substituent(s) at b-carbon yield ozonides during ozonations in inert solvents whereas those bearing one or two ketone carbonyl groups suffer Baeyer-Villiger related rearrangements with formation of carboxylic acid derivatives. It is assumed that in both cases enol ether C,C double bonds are cleaved in a way that ether substituted a-carbon accepts one ozone oxygen and acceptor substituted b-carbon accepts two ozone oxygens. An alternative mechanistic proposal attempts to avoid permanent contradictory statements on the regioselectivety of peroxidised olefinic enol ether carbons.
Link to this record: urn:nbn:de:bsz:291-scidok-132
Date of registration: 15-Jun-2000
Faculty: NT - Naturwissenschaftlich- Technische Fakultät
Department: NT - Chemie
Collections:SciDok - Der Wissenschaftsserver der Universität des Saarlandes

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