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Synfacts 2011(7): 0756-0756
DOI: 10.1055/s-0030-1260640
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
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.