903904-06-3Relevant articles and documents
Cerium-catalyzed α-hydroxylation reactions of α-cyclopropyl β-dicarbonyl compounds with molecular oxygen
Christoffers, Jens,Kauf, Thomas,Werner, Thomas,Roessle, Michael
, p. 2601 - 2608 (2007/10/03)
Three α-cyclopropyl β-dicarbonyl compounds have been used as probes for α-radicals as electrophilic reaction intermediates in a cerium-catalyzed α-hydroxylation reaction with molecular oxygen. Since the cyclopropyl group did not ring-open to products with a butenyl moiety, but was retained in the products, a localized unpaired electron at the α position can be excluded during the course of the reaction. The α-cyclopropyl- substituted substrates were prepared by aldol or Claisen reactions. Other substrates with α-methyl, α-isopropyl, and α-tert-butyl substituents were prepared and converted under the α-hydroxylation conditions in order to estimate steric influences on the yield of the reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
