Abstract
We describe the preparation of a series of new potassium trifluoroborates 1 and the study of their behaviour in a Pd(0)-catalyzed cross-coupling reaction. We found that compounds 1 are endowed with original properties as they behave as nucleophilic cross-coupling partners chemoselectively but also as ambivalent synthons. The usefulness of this methodology has been successfully illustrated by the first total synthesis of an N-acyl spermidine.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkenes / chemical synthesis*
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Alkenes / chemistry
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Borates / chemical synthesis
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Borates / chemistry*
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Catalysis
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Combinatorial Chemistry Techniques
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Hydrocarbons, Fluorinated / chemical synthesis
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Hydrocarbons, Fluorinated / chemistry*
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Molecular Structure
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Organometallic Compounds / chemistry*
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Palladium / chemistry*
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Potassium / chemistry*
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Spermidine / chemical synthesis
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Spermidine / chemistry
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Stereoisomerism
Substances
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Alkenes
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Borates
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Hydrocarbons, Fluorinated
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Organometallic Compounds
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Palladium
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Potassium
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Spermidine