Remote Sulfonamido Group Enhances Reactivity and Selectivity for Asymmetric Michael Addition of Nitroalkanes to α,β‐Unsaturated Aldehydes |
| |
| Authors: | Yu‐Chao Huang Prof Biing‐Jiun Uang |
| |
| Affiliation: | Department of Chemistry, National Tsing Hua University, Hsinchu 300 (Taiwan), Fax: (+886)?3‐571‐1082 |
| |
| 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 %. |
| |
| Keywords: | asymmetric synthesis michael addition nitroalkane organocatalysis α β ‐unsaturated aldehyde |
|
