Document Detail

Synthesis of the pentacyclic skeleton of the indole alkaloid arboflorine.
MedLine Citation:
PMID:  23020147     Owner:  NLM     Status:  MEDLINE    
An effective synthesis of the pentacyclic core of the unusual Kopsia alkaloid arboflorine is reported. The success of the synthetic route rested on the use of a borylative C-H functionalization reaction, a convergent Suzuki cross-coupling to a C(2) halogenated indole, and an unprecedented transannular dehydrogenative C-N bond forming reaction.
Raul A Leal; Danial R Beaudry; Saeed K Alzghari; Richmond Sarpong
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.     Date:  2012-09-28
Journal Detail:
Title:  Organic letters     Volume:  14     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2012 Oct 
Date Detail:
Created Date:  2012-10-19     Completed Date:  2013-08-21     Revised Date:  2013-10-22    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  5350-3     Citation Subset:  IM    
Department of Chemistry, University of California, Berkeley, California 94720, USA.
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MeSH Terms
Molecular Structure
Secologanin Tryptamine Alkaloids / chemical synthesis*
Grant Support
R01 08637//PHS HHS; R01 GM086374/GM/NIGMS NIH HHS
Reg. No./Substance:
0/Secologanin Tryptamine Alkaloids; 0/arboflorine

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