4.4 Article

Total synthesis of a-1-C-propyl-3,6-di-epi-nojirimycin and polyhydroxyindolizidine alkaloids via regio- and diastereoselective amination of anomeric acetals

Journal

TETRAHEDRON
Volume 116, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2022.132809

Keywords

Amination; Chlorosulfonyl isocyanate; a-1-C-Propyl-3,6-di-epi-nojirimycin; Polyhydroxyindolizidine alkaloids

Funding

  1. National Research Foundation of Korea (NRF) [2020R1F1A1070288]
  2. National Research Foundation of Korea [2020R1F1A1070288] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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The synthesis of a-1-C-propyl-3,6-di-epi-nojirimycin and Polyhydroxyindolizidine alkaloids from readily available a-methyl-D-mannopyranoside is described. The key step in this process involves a regioselective and diastereoselective amination of the anomeric acetal functionality using chlorosulfonyl isocyanate (CSI).
The synthesis of a-1-C-propyl-3,6-di-epi-nojirimycin and Polyhydroxyindolizidine alkaloids from readily available a-methyl-D-mannopyranoside is described. The key step in this process involves a regioselective and diastereoselective amination of anomeric acetal functionality using chlorosulfonyl isocyanate (CSI).(c) 2022 Elsevier Ltd. All rights reserved.

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