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Preparation of imidazolidin-4-ones and their evaluation as hydrolytically cleavable precursors for the slow release of bioactive volatile carbonyl derivatives

Trachsel, Alain ; Buchs, Barbara ; Godin, Guillaume ; Crochet, Aurélien ; Fromm, Katharina M. ; Herrmann, Andreas

In: European Journal of Organic Chemistry, 2012, no. 14, p. 2837–2854

Imidazolidin-4-ones are suitable in practical applications as hydrolytically cleavable precursors for the controlled release of fragrant aldehydes and ketones. The corresponding profragrances were prepared by treating aliphatic carbonyl compounds with commercially available amino acid amines in the presence of a base to yield mixtures of diastereomers. The two diastereomers isolated from the...

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Transfer hydrogenation of ketones and activated olefins using chelating NHC ruthenium complexes

Horn, Sabine ; Gandolfi, Claudio ; Albrecht, Martin

In: European Journal of Inorganic Chemistry, 2011, vol. 2011, no. 18, p. 2863–2868

N-Heterocyclic carbene (NHC) ruthenium complexes consisting of different donor substituents attached to the NHC ligand efficiently catalyse the transfer hydrogenation of ketones and of activated olefins in α,β-unsaturated ketones to give saturated alcohols. The most active catalyst precursor contains a tethered olefin as a hemilabile donor site. This complex also converts nitriles and,...

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