Abstract
[reaction: see text] The first synthesis of the pyrrolidinone core of the polyene beta-lactone antibiotic KSM-2690 B is described. An ammonia-free Birch reductive aldol reaction utilizing acetaldehyde is one of the key steps, together with a ruthenium-catalyzed alkene isomerization reaction.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetaldehyde / chemistry
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Alkenes / chemistry
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Ammonia / chemistry
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Anti-Bacterial Agents / chemistry*
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Catalysis
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Isomerism
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Lactones / chemistry*
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Models, Chemical
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Oxazoles / chemistry*
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Oxidation-Reduction
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Pyrrolidinones / chemical synthesis*
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Rhodium / chemistry
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Spiro Compounds / chemistry*
Substances
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Alkenes
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Anti-Bacterial Agents
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Lactones
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Oxazoles
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Pyrrolidinones
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Spiro Compounds
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diffusomycin
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Ammonia
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Rhodium
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Acetaldehyde