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Prostaglandine und Prostaglandinvorstufen. Oxydative Spaltung von Olefinen durch Ozonisierung und Oxydation im Lösungsmittelsystem Aceton/tert-Butanol – eine Methode zur Gewinnung von substituierten Cyclopentylessigsäuren

✍ Scribed by Prof. Dr. s. nat. H. Schick; Dr. H.-P. Welzel; Dr. S. Schwarz; Dr. G. Truckenbrodt


Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
396 KB
Volume
324
Category
Article
ISSN
1615-4150

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✦ Synopsis


Prostaglandins and Prostaglandin Intermediates. Oxidative Cleavage of Olefins by Ozonization and Oxidation in the Solvent System Acetone/tert. Butanol – a Method for Preparation of Substituted Cyclopentyl Acetic Acids

Oxidative cleavage of olefinic double bonds by ozonization in acetone in the presence of tert. butanol followed by oxidation with JONES' reagent in the same solvent system gives carboxylic acids and/or ketones in good yields. Acetic acid or water can be used instead of tert. butanol with the same success. This “one‐pot” procedure was developed in connection with the synthesis of intermediates for the preparation of 8‐methyl‐prostaglandin C~2~.