Laboratory of Synthesis and Natural Products, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH 5304, 1015, Lausanne, Switzerland.
Department of Chemistry, University of British Columbia, Canada.
Angew Chem Int Ed Engl. 2016 Aug 1;55(32):9249-52. doi: 10.1002/anie.201604528. Epub 2016 Jun 23.
A copper-catalyzed three-component reaction of alkenes, alkylnitriles, and water affords γ-butyrolactones in good yields. The domino process involves an unprecedented hydroxy-cyanoalkylation of alkenes and subsequent lactonization with the creation of three chemical bonds and a quaternary carbon center. The synthetic potential of this novel [2+2+1] heteroannulation reaction was illustrated by a concise total synthesis of (±)-sacidumlignan D.
铜催化的烯烃、烷基腈和水的三组分反应以良好的收率得到γ-丁内酯。该串联过程涉及烯烃的前所未有的羟氰烷基化以及随后的内酯化，形成三个化学键和一个季碳原子中心。该新型[2+2+1]杂环加成反应的合成潜力通过（±）-sacidumlignan D 的简洁全合成得到了说明。
