Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018, San Sebastián, Spain.
Departamento de Química Aplicada, Institute for Advanced Materials (INAMAT), Universidad Pública de Navarra, 31006, Pamplona, Spain.
Chemistry. 2019 Mar 21;25(17):4390-4397. doi: 10.1002/chem.201805542. Epub 2019 Feb 27.
Various sets of enolizable alkynyl ketones (including methyl ynones with α-aryl, α-alkenyl, and α-alkoxy groups) were able to react smoothly with nitroolefins with the assistance of bifunctional Brønsted base/H-bond catalysts to provide adducts with two consecutive tertiary stereocenters in a highly diastereo- and enantioselective fashion. Further transformation of the obtained adducts into optically active acyclic and polycyclic molecules, including some with intricate carbon skeletons, was also demonstrated.
各种烯醇化炔基酮（包括带有芳基、烯基和烷氧基的甲基炔酮）在双功能 Brønsted 碱/H-键催化剂的辅助下能够与硝基烯烃顺利反应，以高非对映选择性和对映选择性的方式提供具有两个连续的三级立体中心的加合物。还证明了从获得的加合物进一步转化为光学活性的非环和多环分子，包括一些具有复杂碳骨架的分子。
