期刊
TETRAHEDRON
卷 72, 期 10, 页码 1395-1399出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.01.035
关键词
Anatoxin-a; Rhodium; Azabicyclo[4.2.1]nonane; Acylation; Deoxygenation
资金
- JSPS KAKENHI Grant [26860008]
- Grants-in-Aid for Scientific Research [26860008] Funding Source: KAKEN
A formal synthesis of anatoxin-a was accomplished by using rhodium-catalyzed formal amide insertion reaction. The key reaction was performed on a gram scale using 0.4 mol % of Rh-2((NHCOBu)-Bu-t)(4) catalyst, affording a 9-azabicyclo[4.2.1]nonane derivative in good yield. The nitrogen-bridged molecule was converted to Wiseman's intermediate through diastereoselective reduction, site-selective deoxygenation and functional group interconversions. (C) 2016 Elsevier Ltd. All rights reserved.
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