期刊
TETRAHEDRON LETTERS
卷 51, 期 27, 页码 3593-3596出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.05.013
关键词
Carbazomadurin A; Carbazole; Allene-mediated electrocyclic reaction; Total synthesis
资金
- Ministry of Education, Culture, Sports, Science and Technology of Japan [15590033]
- Grants-in-Aid for Scientific Research [15590033] Funding Source: KAKEN
A new total synthesis of the neuronal cell-protecting carbazole alkaloid carbazomadurin A is described. The key step was an allene-mediated electrocyclic reaction involving an indole [b]-bond for the construction of a highly substituted carbazole ring. The E-alkenyl side chain at the C1 position of carbazole was introduced between O-triflare and alkenyl pinacol borate using the Suzuki-Miyaura reaction. SEM groups were cleaved with TBAF and the formyl group was reduced to provide carbazomadurin A. (C) 2010 Elsevier Ltd. All rights reserved.
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