季铵盐催化异恶唑烷-5-酮对烯丙酸酯的对映选择性β-选择性加成反应
Enantioselective β-Selective Addition of Isoxazolidin-5-ones to Allenoates Catalyzed by Quaternary Ammonium Salts.
作者信息
Zebrowski Paul, Röser Katharina, Chrenko Daniel, Pospíšil Jiří, Waser Mario
机构信息
Institute of Organic Chemistry, Johannes Kepler University Linz, Altenbergerstrasse 69, 4040 Linz, Austria.
Department of Chemical Biology, Faculty of Science, Palacký University, Šlechtitelů 27, 783 71 Olomouc, Czech Republic.
出版信息
Synthesis (Stuttg). 2023 Jun;55(11):1706-1713. doi: 10.1055/a-1948-5493. Epub 2022 Oct 27.
The enantioselective addition of isoxazolidin-5-ones to the β-carbon of allenoates has been carried out by using a novel spirobiindane-based quaternary ammonium salt catalyst. This protocol, which proceeds under classical liquid-solid phase-transfer conditions, gives access to unprecedented highly functionalized β-amino acid derivatives with good enantioselectivities and in high yields, and further manipulations of these products have been carried out as well.
通过使用一种新型的基于螺双茚满的季铵盐催化剂，实现了异恶唑烷-5-酮对烯丙酸酯β-碳的对映选择性加成。该方法在经典的液-固相转移条件下进行，能够得到前所未有的高官能化β-氨基酸衍生物，对映选择性良好且产率高，并且对这些产物也进行了进一步的操作。
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