Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, 79104, Freiburg im Breisgau, Germany.
Angew Chem Int Ed Engl. 2016 Dec 12;55(50):15569-15573. doi: 10.1002/anie.201609366. Epub 2016 Nov 15.
A diastereoselective and stereodivergent rhodium-catalyzed intramolecular coupling of sulfonylcarbamates with terminal allenes is described and it provides selective access to 1,3-aminoalcohol derivatives, scaffolds found in bioactive compounds. The reaction is compatible with a large range of different functional groups, thus furnishing products with high diastereoselectivities and yields. Moreover, multigram scale reactions, as well as the application of suitable product transformations were demonstrated.
本文描述了一种对映选择性和立体发散性的铑催化磺酰胺与末端炔的分子内偶联反应,该反应为 1,3-氨基醇衍生物提供了选择性的合成途径,这些衍生物是生物活性化合物中的重要结构骨架。该反应对多种不同的官能团具有兼容性,因此可以高产率、高对映选择性地得到产物。此外,还进行了多克规模的反应以及合适的产物转化应用。