1207620-84-5Relevant academic research and scientific papers
Design of chiral hydroxyalkyl- and hydroxyarylazolinium salts as new chelating diaminocarbene ligand precursors devoted to asymmetric copper-catalyzed conjugate addition
Rix, Diane,Labat, Stephane,Toupet, Loic,Crevisy, Christophe,Mauduit, Marc
scheme or table, p. 1989 - 1999 (2009/10/30)
The design and the synthesis of a set of new chiral hy- droxyalkyl- and hydroxyaryl-chelating diaminocarbene ligands is reported. Comparative catalytic studies show the importance of the scaffold design around the NHC unit to obtain a high enantiocontrol in Cu-catalyzed asymmetric conjugate addition (ACA). Whereas low selectivities are observed when the stereogenic centre is placed within the N-heterocyclic ring, an interesting match effect can be observed when central chirality is located within both of the two side chains, which enables up to 92 % ee in the catalysis reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.
