4.4 Article

Synthesis of indole alkaloid (-)-corynantheidol and formal synthesis of (-)-corynantheidine via one-pot asymmetric azaelectrocyclization

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 31, Pages 4482-4484

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.05.045

Keywords

(-)-Corynantheidol; Synthesis; One-pot; Azaelectrocyclization; Piperidine

Funding

  1. Ministry of Education, Culture, Sports, Science and Technology, Japan [16073222]
  2. Maching Fund Subsidy for Private University of Japan
  3. JSPS for a Research Fellowship for Young Scientist
  4. Grants-in-Aid for Scientific Research [16073222] Funding Source: KAKEN

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The highly efficient asymmetric total synthesis of indole alkaloid, (-)-corynantheidol, containing a 2,4,5-trisubstituted piperidine core, was achieved using a new version of the one-pot azaelectrocyclization reaction. The formal synthesis of (-)-corynantheidine was also achieved using the common synthetic intermediate for these corynantheines. (C) 2009 Elsevier Ltd. All rights reserved.

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