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Journal article
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Synthesis of (-)-chaetominine
Barry B Snider
and
Xiaoxing Wu
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Organic letters, Vol.9(23), pp.4913-4915
10/18/2007
DOI:
https://doi.org/10.1021/ol7022483
PMCID: PMC2527753
PMID: 17944481
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Abstract
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Abstract
Biological Products - chemical synthesis
Biological Products - chemistry
Amination
Indole Alkaloids - chemical synthesis
Imidazolidines - chemical synthesis
Crystallography, X-Ray
Imidazolidines - chemistry
Molecular Structure
Indole Alkaloids - chemistry
Quinazolines - chemistry
Lactams - chemistry
Lactones - chemistry
The tricyclic hydroxy imidazolidinone was converted to chaetominine in seven steps in 22% overall yield. The key step was the construction of the delta-lactam by heating an amino ester with a catalytic amount of DMAP in toluene at reflux.
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https://doi.org/10.1021/ol7022483
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Details
Title
Synthesis of (-)-chaetominine
Creators
Barry B Snider - Department of Chemistry MS 015, Brandeis University, Waltham, MA 02454-9110, USA. snider@brandeis.edu
Xiaoxing Wu
Publication Details
Organic letters, Vol.9(23), pp.4913-4915
Publisher
United States
Grant note
R01 GM050151-14 / NIGMS NIH HHS R01 GM050151 / NIGMS NIH HHS GM 50151 / NIGMS NIH HHS
Identifiers
9923958224201921
Copyright
© 2007 American Chemical Society
Academic Unit
Department of Chemistry
Language
English
Resource Type
Journal article
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https://doi.org/10.1021/ol7022483