作者:Vladyslav A. Andriashvili、Serhii Zhersh、Andrey A. Tolmachev、Oleksandr O. Grygorenko
DOI:10.1021/acs.joc.2c00480
日期:2022.5.6
sp3-enriched secondary sulfonamides bearing an asymmetric center at the α position to the sulfur atom is described. The method relies on the electrophilic amination of the corresponding stereochemically pure sulfinates with N-alkylhydroxylamine sulfonic acids (in turn easily prepared from N-alkylhydroxylamine and HSO3Cl). It is shown that the efficiency of the approach is governed mainly by steric factors;
描述了一种方便的“绿色”立体保留方法,用于在硫原子的 α 位具有不对称中心的富含sp 3的仲磺酰胺。该方法依赖于相应的立体化学纯亚磺酸盐与N-烷基羟胺磺酸(进而容易由N-烷基羟胺和 HSO 3 Cl 制备)的亲电胺化。结果表明,该方法的效率主要受空间因素的影响;它对几个官能团(例如,醚、邻苯二甲酰亚胺或N -Boc 氨基甲酸酯)的耐受性也得到了证实。