Catalytic Enantioselective Addition of Thioacids to Trisubstituted Nitroalkenes |
| |
Authors: | James P Phelan Evan J Patel Prof?Dr Jonathan A Ellman |
| |
Institution: | Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT 06520 (USA) |
| |
Abstract: | The first example of a catalytic enantioselective addition to and nitronate protonation of trisubstituted nitroalkenes to produce highly enantioenriched products with a tetrasubstituted carbon is reported. Thioacids added in excellent yields and with high enantioselectivities to both activated and unactivated nitroalkenes. The 1,2‐nitrothioacetate products can be readily converted in two steps to biomedically relevant 1,2‐aminosulfonic acids without loss of enantiopurity. |
| |
Keywords: | asymmetric catalysis michael addition nitroalkene organocatalysis |
|
|