Angewandte Chemie International Edition

Cover image for Vol. 55 Issue 22

Editor: Peter Gölitz, Deputy Editors: Neville Compton, Haymo Ross

Online ISSN: 1521-3773

Associated Title(s): Angewandte Chemie, Chemistry - A European Journal, Chemistry – An Asian Journal, ChemistryOpen, ChemPlusChem, Zeitschrift für Chemie

46_37/2007Cover Picture: Catalytic Enantioselective Tautomerization of Isolated Enols (Angew. Chem. Int. Ed. 37/2007)

The stereoselective formation and isolation of E enolates can be achieved either from the lithium enolate and isopropylephedrine or from the enol and lithium isopropylephedrate. As shown by C. Fehr on page 7119 ff., both pathways lead to the appreciated fragrance compound (S)-α-damascone which, as suggested by the cover picture, is chiral and smells rosy. The nonlinear effects observed by using a non-enantiomerically rich isopropylephedrine suggest that higher order mixed aggregates are involved in the enantioselective enol tautomerization. (B. Cogerino is thanked for the photo and Dr. A. Herrmann is thanked for assistance with the layout.)

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