Synfacts 2011(7): 0756-0756  
DOI: 10.1055/s-0030-1260640
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Rhodium-Catalyzed Asymmetric Additions of Arylboroxines to Bis-Sulfamyl Imines

Contributor(s): Mark Lautens, Hasnain A. Malik
R. Crampton, S. Woodward*, M. Fox
University of Nottingham and Chirotech Technology Ltd., Cambridge, UK
Further Information

Publication History

Publication Date:
17 June 2011 (online)

Significance

The authors report a highly enan-tio- and diastereoselective rhodium(I)-catalyzed addition of arylboroxines to bis-sulfamyl imines. ­Hayashi’s chiral diene ligand is utilized to afford ­moderate to good yields with generally excellent enantioselectivities across a broad range of aryl imines. The authors demonstrate the synthetic versatility of their protecting group strategy via heating in aqueous pyridine to afford two moles of the branched amine.