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 Ozonolyse |
Free key words: | Regioselektivität Phthalsäureanhydrid Enol ethers regioselectivity of ozonolysis phthalonic acid anhydride ozonolysis |
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 hdl:20.500.11880/22361 http://dx.doi.org/10.22028/D291-22305 |
Date of registration: | 15-Jun-2000 |
Faculty: | NT - Naturwissenschaftlich- Technische Fakultät |
Department: | NT - Chemie |
Collections: | SciDok - Der Wissenschaftsserver der Universität des Saarlandes |
Files for this record:
File | Description | Size | Format | |
---|---|---|---|---|
Ozonolysis_Enol_Ethers_part10_tab.pdf | 8,66 kB | Adobe PDF | View/Open | |
Ozonolysis_Enol_Ethers_part10.pdf | 106,47 kB | Adobe PDF | View/Open |
Items in SciDok are protected by copyright, with all rights reserved, unless otherwise indicated.