(Cyanomethyl)trialkylphosphonium Iodides:  Efficient Reagents for the Intermolecular Alkylation of Amines with Alcohols in Solution and on Solid Phase

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This article has been cited by 8 ACS Journal articles (5 most recent appear below).

• 

  Efficient Syntheses of Oncinotine and Neooncinotine

  Duen-Ren Hou, Hsiu-Yi Cheng, and Eng-Chi Wang
  The Journal of Organic Chemistry2004 69 (18), 6094-6099

  • Efficient Syntheses of Oncinotine and Neooncinotine

    Duen-Ren Hou, Hsiu-Yi Cheng, and Eng-Chi Wang
    The Journal of Organic Chemistry2004 69 (18), 6094-6099

    We have synthesized two natural alkaloids, oncinotine (1) and neooncinotine (2), by means of efficient ring-closing metathesis (RCM) reactions. The required dienes for RCM were assembled from three basic components:  2-allylpiperidine (5), 9-decenoic acid ...

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• 

  Expedient Protocol for Solid-Phase Synthesis of Secondary and Tertiary Amines

  Christian A. Olsen, Matthias Witt, Jerzy W. Jaroszewski, and Henrik Franzyk
  Organic Letters2004 6 (12), 1935-1938

  • Expedient Protocol for Solid-Phase Synthesis of Secondary and Tertiary Amines

    Christian A. Olsen, Matthias Witt, Jerzy W. Jaroszewski, and Henrik Franzyk
    Organic Letters2004 6 (12), 1935-1938

    An expedient solid-phase synthetic approach to secondary and tertiary amines was developed. The protocol employs conversion of resin-bound amino alcohols to the corresponding iodides, followed by iodide displacement with primary or secondary amines or ...

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• 

  Solid-Phase Polyamine Synthesis Using Piperazine and Piperidine Building Blocks

  Christian A. Olsen, Matthias Witt, Jerzy W. Jaroszewski, and Henrik Franzyk
  Organic Letters2003 5 (22), 4183-4185

  • Solid-Phase Polyamine Synthesis Using Piperazine and Piperidine Building Blocks

    Christian A. Olsen, Matthias Witt, Jerzy W. Jaroszewski, and Henrik Franzyk
    Organic Letters2003 5 (22), 4183-4185

    Polyamines containing piperidine and piperazine moieties have been synthesized on solid support using SN2 alkylation of resin-bound secondary amines with 2-nitrobenzenesulfonates (nosylates). The effect of solvent on this alkylation was investigated. The ...

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• 

  Dimethylmalonyltrialkylphosphoranes:  New General Reagents for Esterification Reactions Allowing Controlled Inversion or Retention of Configuration on Chiral Alcohols

  James McNulty, Alfredo Capretta, Vladimir Laritchev, Jeff Dyck, and Al J. Robertson
  The Journal of Organic Chemistry2003 68 (4), 1597-1600

  • Dimethylmalonyltrialkylphosphoranes:  New General Reagents for Esterification Reactions Allowing Controlled Inversion or Retention of Configuration on Chiral Alcohols

    James McNulty, Alfredo Capretta, Vladimir Laritchev, Jeff Dyck, and Al J. Robertson
    The Journal of Organic Chemistry2003 68 (4), 1597-1600

    A new class of trialkylphosphorane has been prepared through reaction of a trialkylphosphine with 2-chlorodimethylmalonate in the presence of triethylamine. These new reagents promote the condensation reaction of carboxylic acids with alcohols to provide ...

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• 

  Carbon Nucleophiles in the Mitsunobu Reaction. Mono- and Dialkylation of Bis(2,2,2-trifluoroethyl) Malonates

  James M. Takacs, Zhenrong Xu, Xun-tian Jiang, Alexei P. Leonov, and Gregory C. Theriot
  Organic Letters2002 4 (22), 3843-3845

  • Carbon Nucleophiles in the Mitsunobu Reaction. Mono- and Dialkylation of Bis(2,2,2-trifluoroethyl) Malonates

    James M. Takacs, Zhenrong Xu, Xun-tian Jiang, Alexei P. Leonov, and Gregory C. Theriot
    Organic Letters2002 4 (22), 3843-3845

    Simple dialkyl malonate esters, for example diethyl malonate, exhibit relatively limited scope as carbon nucleophiles in the Mitsunobu dehydrative alkylation reaction. In contrast, bis(2,2,2-trifluoroethyl) malonate readily undergoes dehydrative ...

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