title: Remote sulfonamido group enhances reactivity and selectivity for asymmetric Michael addition of nitroalkanes to α,β-unsaturated aldehydes.
abstract: The pyrrolidine-camphorsulfonamide-based catalyst 1 a catalyzes the enantioselective conjugate addition of nitroalkanes to α,β-unsaturated aldehydes in the presence of five equivalents of water in iPrOH to give the corresponding chiral Michael adducts in good yields and high enantioselectivities (up to 99% ee) with a catalyst loading as low as 1 mol%.
authors.affiliation: Department of Chemistry, National Tsing Hua University, Hsinchu 300 (Taiwan), Fax: (+886) 3-571-1082.
authors.forename: Yu-Chao
authors.initials: YC
authors.lastname: Huang
authors.forename: Biing-Jiun
authors.initials: BJ
authors.lastname: Uang
keywords: asymmetric synthesis; michael addition; nitroalkane; organocatalysis; α,β-unsaturated aldehyde