Synfacts 2011(6): 0633-0633  
DOI: 10.1055/s-0030-1260392
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Ligand-Controlled Highly Regioselective and Asymmetric Hydrogenation of Quinoxalines

Contributor(s): Mark Lautens, Patrick T. Franke
S. Urban, N. Ortega, F. Glorius*
Westfälische Wilhelms-Universität Münster, Germany
Further Information

Publication History

Publication Date:
19 May 2011 (online)

Significance

The research group of Glorius developed a ligand-controlled hydrogenation of quinoxalines. Selecting the right N-heterocyclic carbene ligand facilitates the regioselective hydro-genation of either the heterocyclic or the carbocyclic ring of a substituted quinoxaline. The hydrogenated products were generally obtained in quantitative yields and by employing chiral N-heterocyclic carbene ruthenium complexes, the 5,6,7,8-tetrahydroquinoxalines were furnished with good enantioselectivities.