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Cerium‐Catalyzed Reaction of β‐Dicarbonyl Compounds with Styrene and Atmospheric Oxygen
Author(s) -
Christoffers Jens,
Werner Thomas,
Frey Wolfgang,
Baro Angelika
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300439
Subject(s) - chemistry , cerium , catalysis , styrene , disproportionation , pyridine , oxygen , coupling reaction , organic chemistry , chloride , polymer chemistry , inorganic chemistry , copolymer , polymer
The cerium‐catalyzed C−C coupling reaction of carbo‐ and heterocyclic β‐dicarbonyl compounds 1 with styrenes 4 , using oxygen (air) as the oxidant, at ambient temperature, is reported. The reaction afforded a mixture of diastereoisomeric hydroperoxides 5 which could be transformed into the unique dioxo compounds 6 by disproportionation of the peroxo function under treatment with acetyl chloride/pyridine. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)