Synfacts 2011(1): 0054-0054  
DOI: 10.1055/s-0030-1259175
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Substrate-Binding Phosphine Ligand in Enantioselective Hydroformylation

Contributor(s): Mark Lautens, Jane Panteleev
A. D. Worthy, C. L. Joe, T. E. Lightburn, K. L. Tan*
Boston College, Chestnut Hill, USA
Further Information

Publication History

Publication Date:
21 December 2010 (online)

Significance

The authors report an enantioselective hydroformylation of allylic amines using a tricyclic ligand. The strategy of using a catalytic ligand to bind both the substrate and the transition-metal catalyst has only recently been employed by the authors (J. Am. Chem. Soc. 2008, 130, 9210) as well as by the Breit group (e.g., ­Angew. Chem. Int. Ed. 2008, 47, 7346). The main benefits of this strategy versus alternative enantio­selective rhodium-catalyzed hydroformylations are the higher regioselectivity and reactivity under milder conditions.