Abstract
[reaction: see text] The unstable N-((1E)-alkenyl)-(2Z,4Z)-heptadienamide side chain of salicylihalamide A (1) and apicularens A and B (3 and 4) has been prepared in one pot by the addition of (1Z,3Z)-hexadienylcuprate, prepared in situ from EtLi, CuBr.SMe2, and acetylene, to a (1 E)-alkenyl isocyanate.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Animals
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Anti-Bacterial Agents / chemical synthesis
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Anti-Bacterial Agents / chemistry*
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Antibiotics, Antineoplastic / chemical synthesis
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Antibiotics, Antineoplastic / chemistry*
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry*
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Antineoplastic Agents / isolation & purification
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Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
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Bridged Bicyclo Compounds, Heterocyclic / chemistry*
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Macrolides*
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Mycobacterium / chemistry
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Porifera / chemistry
Substances
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Anti-Bacterial Agents
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Antibiotics, Antineoplastic
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Antineoplastic Agents
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Bridged Bicyclo Compounds, Heterocyclic
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Macrolides
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apicularen A
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apicularen B
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salicylihalamide A