Cover Picture: Enantiopure Monoprotected cis-1,2-Diaminocyclohexane: One-Step Preparation and Application in Asymmetric Organocatalysis (ChemCatChem 10/2010)



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The cover picture shows the desymmetrization of cis-1,2-diaminocyclohexane (cis-DACH) to its mono-allyloxycarbonyl (Alloc) derivative. In their communication on p 1215 ff., Berkessel and co-workers describe a highly efficient method for the preparation of mono-protected cis-DACH. By using the enzyme Candida antarctica lipase B as catalyst and diallyl carbonate as the acyl donor, mono-N-alloc cis-DACH is obtained in a single step with high yield and enantiopurity. Both enantiomeric forms of a cis-DACH-derived trifluoromethanesulfonamide are applied as highly selective organocatalysts in a direct aldol reaction. Cover design by Silvia Elfert, photo credits to cloudzilla.