Department of Chemistry , Indian Institute of Technology Kanpur , Kanpur 208016 , India.
Org Lett. 2018 May 4;20(9):2611-2614. doi: 10.1021/acs.orglett.8b00814. Epub 2018 Apr 17.
An unprecedented water-mediated and TEMPO-catalyzed, one-step, highly regiospecific and stereoselective functionalization of glycals to 2-azido-2-deoxysugars has been developed using a PIFA-MeSiN reagent system in the presence of BuNHSO as a phase-transfer catalyst. The method is metal-free, proceeds under mild reaction conditions, and tolerates a variety of protecting groups. Using this method, the synthesis of an important trisaccharide unit bound by the monoclonal anti-I Ma antibody has also been demonstrated.
发展了一种空前的水介导和 TEMPO 催化、一步、高区域选择性和立体选择性的糖醛到 2-叠氮基-2-脱氧糖的功能化方法，使用 PIFA-MeSiN 试剂体系，在 BuNHSO 作为相转移催化剂的存在下进行。该方法无金属、在温和的反应条件下进行，并能耐受多种保护基。使用该方法，还证明了结合单克隆抗-I Ma 抗体的重要三糖单元的合成。
