An Aldimine Cross-Coupling for the Diastereoselective Synthesis of Unsymmetrical 1,2-Diamines
Coralie Kison, Nino Meyer, Till Opatz*
*Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128 Mainz, Germany, Email: opatzuni-mainz.de
C. Kison, N. Meyer, T. Opatz, Angew. Chem. Int. Ed., 2005, 44, 5662-5664.
DOI: 10.1002/anie.200501705
Abstract
The selective aldimine cross-coupling represents a simple and flexible method for the synthesis of highly substituted unsymmetrical 1,2-diamines. In addition, either the syn- or anti-configurated vicinal diamine can be obtained, depending on the choice of the workup and reduction conditions.
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Key Words
CC coupling, carbanions, diamines, reduction, umpolung, borane, sodium borohydride, sodium cyanoborohydride
ID: J06-Y2005-1310