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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
3
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pubmed:dateCreated |
2008-5-13
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pubmed:abstractText |
A modular, reagent-based approach to obtain different indoline alkaloid-inspired, tetracyclic architectures is developed. With the use of TBSOTf as a Lewis acid, we report here a tandem Michael-based approach that led to the synthesis of a diastereomeric mixture of tetracyclic derivatives with two additional six-membered rings. By simply changing the Lewis acid to TMSOTf, we were able to obtain a different tetracyclic compound having additional functionalized 5- and 7-membered rings with complete stereocontrol.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:issn |
1520-4774
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pubmed:author |
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pubmed:issnType |
Electronic
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pubmed:volume |
10
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
405-20
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pubmed:meshHeading |
pubmed-meshheading:18419163-Alkaloids,
pubmed-meshheading:18419163-Combinatorial Chemistry Techniques,
pubmed-meshheading:18419163-Crystallography, X-Ray,
pubmed-meshheading:18419163-Indicators and Reagents,
pubmed-meshheading:18419163-Indoles,
pubmed-meshheading:18419163-Mesylates,
pubmed-meshheading:18419163-Models, Molecular,
pubmed-meshheading:18419163-Molecular Structure,
pubmed-meshheading:18419163-Polycyclic Compounds,
pubmed-meshheading:18419163-Stereoisomerism,
pubmed-meshheading:18419163-Trimethylsilyl Compounds
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pubmed:articleTitle |
Reagent-based, modular, tandem Michael approach for obtaining different indoline alkaloid-inspired polycyclic architectures.
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pubmed:affiliation |
Steacie Institute for Molecular Sciences, National Research Council of Canada, 100 Sussex Drive, Ottawa, Ontario, Canada K1A 0R6.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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