Monoligated Pd(0)-catalyzed intramolecular ortho- and para-arylation of phenols for the synthesis of aporphine alkaloids. Synthesis of (−)-lirinine
An intramolecular palladium(0)-mediated ortho-arylation of phenols applied to the synthesis of various substituted aporphines is reported. Most significantly, the efficiency of the transformation was enhanced by the use of monoligated Pd(0) complexes. This methodology was extended to para-arylation...
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Published in | Tetrahedron Vol. 68; no. 6; pp. 1674 - 1681 |
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Format | Journal Article |
Language | English |
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11.02.2012
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Abstract | An intramolecular palladium(0)-mediated
ortho-arylation of phenols applied to the synthesis of various substituted aporphines is reported. Most significantly, the efficiency of the transformation was enhanced by the use of monoligated Pd(0) complexes. This methodology was extended to
para-arylation of phenols and employed in the synthesis of the aporphine alkaloid (−)-lirinine.
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AbstractList | An intramolecular palladium(0)-mediated ortho-arylation of phenols applied to the synthesis of various substituted aporphines is reported. Most significantly, the efficiency of the transformation was enhanced by the use of monoligated Pd(0) complexes. This methodology was extended to para-arylation of phenols and employed in the synthesis of the aporphine alkaloid (-)-lirinine. An intramolecular palladium(0)-mediated ortho-arylation of phenols applied to the synthesis of various substituted aporphines is reported. Most significantly, the efficiency of the transformation was enhanced by the use of monoligated Pd(0) complexes. This methodology was extended to para-arylation of phenols and employed in the synthesis of the aporphine alkaloid (-)-Iirinine. (C) 2011 Elsevier Ltd. All rights reserved. An intramolecular palladium(0)-mediated ortho-arylation of phenols applied to the synthesis of various substituted aporphines is reported. Most significantly, the efficiency of the transformation was enhanced by the use of monoligated Pd(0) complexes. This methodology was extended to para-arylation of phenols and employed in the synthesis of the aporphine alkaloid (−)-lirinine. [Display omitted] |
Author | Cuny, Gregory D. Hellal, Malik Singh, Shambhavi |
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Keywords | Alkaloids Phenol Palladium Catalysis Aporphines NAPHTHOLS PICTET-SPENGLER SRN1 ARYL HALIDES DERIVATIVES CYCLIZATION Intramolecular reaction Arylation Catalytic reaction Nitrogen heterocycle Palladium complex Transition metal Alkaloid Phenols Chemical synthesis Platinoid |
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Snippet | An intramolecular palladium(0)-mediated
ortho-arylation of phenols applied to the synthesis of various substituted aporphines is reported. Most significantly,... An intramolecular palladium(0)-mediated ortho-arylation of phenols applied to the synthesis of various substituted aporphines is reported. Most significantly,... |
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SubjectTerms | Alkaloids Aporphines Catalysis Chemistry Chemistry, Organic Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Methodology Noncondensed benzenic compounds Organic chemistry Palladium Phenol Phenols Physical Sciences Preparations and properties Science & Technology Synthesis (chemistry) Tetrahedrons Transformations |
Title | Monoligated Pd(0)-catalyzed intramolecular ortho- and para-arylation of phenols for the synthesis of aporphine alkaloids. Synthesis of (−)-lirinine |
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