Diastereoselective addition reactions of furyl sulfonylimine using chiral boronates as auxiliary: application to the enantioselective synthesis of 2,3-disubstituted furyl sulfonylamides.
The addition reactions of various nucleophiles to a furyl sulfonylimine bearing a chiral boronate at the C-3 position furnished chromatographically separable diastereomers. The R diastereoselection was found to be more favorable. Further transformation of C-B bonds to C-C bonds was achieved by using standard Suzuki coupling conditions to give optically active 2,3-disubstituted furyl sulfonylamides.
Yim
Ho-Kee
HK
Department of Chemistry, Institute of Chinese Medicine, and Central Laboratory of the Institute of Molecular Technology for Drug Discovery and Synthesis, The Chinese University of Hong Kong. Shatin, New Territories, Hong Kong SAR, China.
Wong
Henry N C
HN