Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT 06520 (USA).
Angew Chem Int Ed Engl. 2014 Oct 13;53(42):11329-32. doi: 10.1002/anie.201406971. Epub 2014 Sep 4.
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.
首次报道了手性催化的三取代硝基烯烃的对映选择性加成和硝酮质子化反应，生成具有四取代碳的高度对映富集产物。硫代酸以优异的产率和高对映选择性加成到活化和未活化的硝基烯烃。1,2-硝基硫代乙酸酯产物可以在两步中很容易转化为生物医学相关的 1,2-氨基磺酸，而不会失去对映体纯度。
