Bis??Sulfamyl Imines: Potent Substrates for Asymmetric Additions of Arylboroxines under Rhodium Catalysis

R Crampton, S Woodward, M Fox

Index: Crampton, Rosemary; Woodward, Simon; Fox, Martin Advanced Synthesis and Catalysis, 2011 , vol. 353, # 6 p. 903 - 906

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Citation Number: 14

Abstract

Abstract Bis-sulfamyl imines are shown to be potentially ideal substrates for rhodium- catalysed asymmetric additions of arylboron nucleophiles as they show:(i) near perfect enantioselectivities (11 examples, 98–99+% ee),(ii) good to excellent diastereoselectivities (10–32: 1 rac: meso), and (iii) high functional group tolerance in removal of the low molecular weight protecting group via mild heating in aqueous pyridine.