Literature DB >> 26309335

Preparation of 1-Tosyloxy-4-Substituted-2-butenes Using Ag(I) Salts.

Jeffrey S Stehouwer1, Mark M Goodman1.   

Abstract

The trans-fluoro-2-butenyl group has been previously utilized as an N-substituent on several nortropanes for imaging the dopamine transporter with positron emission tomography. We report here a simplified and shorter synthesis of trans-1-tosyloxy-4-substituted-2-butenes using Ag(I) salts. This methodology was also applied to the synthesis of the cis-isomers. Furthermore, these procedures allow for the recovery of the majority of the Ag(I) ions.

Entities:  

Keywords:  Fluorine-18; Fluorobutenyl-tosylate; N-fluorobutenyl-nortropane; Positron emission tomography

Year:  2015        PMID: 26309335      PMCID: PMC4542012          DOI: 10.1016/j.tetlet.2015.05.100

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  5 in total

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Authors:  Jeffrey S Stehouwer; Lauryn M Daniel; Ping Chen; Ronald J Voll; Larry Williams; Susan J Plott; John R Votaw; Michael J Owens; Leonard Howell; Mark M Goodman
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Authors:  Jeffrey S Stehouwer; Matthew S Birnbaum; Ronald J Voll; Michael J Owens; Susan J Plott; Chase H Bourke; Michael A Wassef; Clinton D Kilts; Mark M Goodman
Journal:  Bioorg Med Chem       Date:  2015-06-19       Impact factor: 3.641

3.  Synthesis, radiosynthesis and in vivo preliminary evaluation of [11C]LBT-999, a selective radioligand for the visualisation of the dopamine transporter with PET.

Authors:  Frédéric Dollé; Patrick Emond; Sylvie Mavel; Stéphane Demphel; Françoise Hinnen; Zoïa Mincheva; Wadad Saba; Heric Valette; Sylvie Chalon; Christer Halldin; Julie Helfenbein; Joël Legaillard; Jean-Claude Madelmont; Jean-Bernard Deloye; Michel Bottlaender; Denis Guilloteau
Journal:  Bioorg Med Chem       Date:  2005-10-10       Impact factor: 3.641

4.  Synthesis of stereodefined polysubstituted olefins. 1. Sequential intermolecular reactions involving selective, stepwise insertion of Pd(0) into allylic and vinylic halide bonds. The stereoselective synthesis of disubstituted olefins.

Authors:  M G Organ; J T Cooper; L R Rogers; F Soleymanzadeh; T Paul
Journal:  J Org Chem       Date:  2000-11-17       Impact factor: 4.354

5.  Allyl sulphides in olefin metathesis: catalyst considerations and traceless promotion of ring-closing metathesis.

Authors:  Grant A Edwards; Phillip A Culp; Justin M Chalker
Journal:  Chem Commun (Camb)       Date:  2015-01-11       Impact factor: 6.222

  5 in total
  1 in total

1.  Synthesis, binding affinity, radiolabeling, and microPET evaluation of 4-(2-substituted-4-substituted)-8-(dialkylamino)-6-methyl-1-substituted-3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-ones as ligands for brain corticotropin-releasing factor type-1 (CRF1) receptors.

Authors:  Jeffrey S Stehouwer; Chase H Bourke; Michael J Owens; Ronald J Voll; Clinton D Kilts; Mark M Goodman
Journal:  Bioorg Med Chem Lett       Date:  2015-10-08       Impact factor: 2.823

  1 in total

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