4.4 Article

Synthesis of the cycloheptannelated indole fragment of dragmacidin E

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 9, Pages 1561-1563

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.01.063

Keywords

Indole alkaloid; Dragmacidin E; Total synthesis; Natural product

Funding

  1. State Key Laboratory of Drug Research
  2. National Natural Science Foundation of China [21290180, 20972007]
  3. National Basic Research Program of China (973 Program) [2010CB833200]
  4. Foundation of Ministry of Education of China [20120001110100]

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Synthesis of the pivotal cycloheptannelated indole fragment of indole alkaloid dragmacidin E is achieved. The synthesis features a Pd-catalyzed indole synthesis reaction for the preparation of 3,7-disubstituted indole, a regioselective intramolecular Friedel Crafts reaction for the construction of the 3,4-bridged cycloheptannelated indole skeleton, and a coupling reaction of vinyl triflate with diorganocuprate. (C) 2014 Elsevier Ltd. All rights reserved.

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