Synfacts 2006(9): 0917-0917  
DOI: 10.1055/s-2006-949263
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Rh(I)/YanPhos-Catalyzed Asymmetric Hydroformylation

Contributor(s): Mark Lautens, Andrew Martins
Y. Yan, X. Zhang*
The Pennsylvania State University, University Park, USA
Further Information

Publication History

Publication Date:
23 August 2006 (online)

Significance

Advances in ligand development continue to lead to improved catalytic processes, as shown by the asymmetric hydroformylation of alkenes using a Rh(I)/YanPhos catalyst system. A variety of alkenes, including vinyl acetate afforded branched chiral aldehydes in excellent yields and ee values. Nearly all of the results improve upon those obtained with BinaPhos (the most successful ligand for hydroformylations reported to date), with lower pressures and catalyst loadings used in all cases. As little as 0.01 mol% of the catalyst was used, and virtually no erosion of stereochemistry was observed upon extended reaction time, representing a great improvement over previous systems.