Proton Donor Acidity Controls Selectivity in Nonaromatic Nitrogen Heterocycle Synthesis

Piperidines are prevalent in natural products and pharmaceutical agents and are important synthetic targets for drug discovery and development. We report on a methodology that provides highly substituted piperidine derivatives with regiochemistry selectively tunable by varying the strength of acid u...

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Veröffentlicht in:	Science (American Association for the Advancement of Science) 2013-02, Vol.339 (6120), p.678-682
Hauptverfasser:	Duttwyler, Simon, Chen, Shuming, Takase, Michael K., Wiberg, Kenneth B., Bergman, Robert G., Ellman, Jonathan A.
Format:	Artikel
Sprache:	eng
Schlagworte:	Acids Balancing Carbon Catalysis Crystallography, X-Ray Dihydropyridines Dihydropyridines - chemistry Energy Heterocyclic Compounds - chemical synthesis Heterocyclic Compounds - chemistry Hydrides Hydrogen Bonding Imines Ions Kinetics Molecular Conformation Molecular Structure Nitrogen - chemistry Nucleophiles Pharmacology Piperidines Piperidines - chemical synthesis Piperidines - chemistry Protonation Protons Rhodium Room temperature Screening Selectivity Stereoisomerism Synthesis Thermodynamics
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