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Volumn 47, Issue 26, 2008, Pages 4887-4891

Palladium catalysts for the formylation of vinyl triflates to form α,β-unsaturated aldehydes

Author keywords

Aldehydes; Formylation; P ligands; Palladium; Vinyl triflates

Indexed keywords

ALDEHYDES; BENZENE; CARBON MONOXIDE; CATALYSTS; CHELATION; CHEMICAL REACTIONS; COMPLEXATION; HYDROGEN; LIGANDS; NANOSTRUCTURED MATERIALS; ORGANIC COMPOUNDS; PALLADIUM; SYNTHESIS GAS; UNSATURATED COMPOUNDS;

EID: 53549118624     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200800994     Document Type: Article
Times cited : (41)

References (79)
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    • For our own applications of α,β-unsaturated aldehydes in multicomponent reactions, see: a
    • For our own applications of α,β-unsaturated aldehydes in multicomponent reactions, see: a) H. Neumann, A. Jacobi von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399;
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    • Neumann, H.1    Jacobi von Wangelin, A.2    Gördes, D.3    Spannenberg, A.4    Beller, M.5
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    • For example, see the synthesis of methionine from acrolein: a
    • For example, see the synthesis of methionine from acrolein: a) B. Hoppe, J. Martens, Chem. Unserer Zeit 1984, 18, 73-86;
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    • and references therein
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    • For an overview of synthetic methods for the synthesis of α,β-unsaturated aldehydes through C=C bond formation, see: R. C. Larock, Comprehensive Organic Transformations: A Guide to Functional Group Preparations, Wiley-VCH, Weinheim, 1999, pp. 317-340, and references therein.
    • For an overview of synthetic methods for the synthesis of α,β-unsaturated aldehydes through C=C bond formation, see: R. C. Larock, Comprehensive Organic Transformations: A Guide to Functional Group Preparations, Wiley-VCH, Weinheim, 1999, pp. 317-340, and references therein.
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    • For some other applications of this catalyst system in coupling reactions, see: a
    • For some other applications of this catalyst system in coupling reactions, see: a) A. Ehrentraut, A. Zapf, M. Beller, J. Mol. Catal. A 2002, 182-183, 515-523;
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    • Cyclohex-1-ene-1-carboxylic anhydride was isolated in 44% yield
    • Cyclohex-1-ene-1-carboxylic anhydride was isolated in 44% yield.
  • 52
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    • For the application of bidentate ligands in the Pd-catalyzed formylation of aryl triflates with synthesis gas, see: A. Brennführer, H. Neumann, M. Beller, Synlett 2007, 2537-2540
    • For the application of bidentate ligands in the Pd-catalyzed formylation of aryl triflates with synthesis gas, see: A. Brennführer, H. Neumann, M. Beller, Synlett 2007, 2537-2540.
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    • Di(1-adamantyl)phosphine and di(1-adamantyl)-n-butylphosphine are air-stable white solids, whereas their tert-butyl analogues are oils and pyrophoric in air.
    • Di(1-adamantyl)phosphine and di(1-adamantyl)-n-butylphosphine are air-stable white solids, whereas their tert-butyl analogues are oils and pyrophoric in air.
  • 70
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    • Note added in proof: During the publication process we were informed by Graham Eastman that ligand A and similar derivatives have been patented by Lucite International WO 2004/014552 and claimed for olefin carbonylation reactions.
    • Note added in proof: During the publication process we were informed by Graham Eastman that ligand A and similar derivatives have been patented by Lucite International WO 2004/014552 and claimed for olefin carbonylation reactions.
  • 71
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    • This method can not be used for the alkylation of α,α′- dibromo-ortho-xylene, as a cyclic phosphonium salt forms in this case
    • This method can not be used for the alkylation of α,α′- dibromo-ortho-xylene, as a cyclic phosphonium salt forms in this case.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.