4.4 Article

Stereoselective synthesis of highly functionalised P-stereogenic nucleosides via palladium-catalysed P-C cross-coupling reactions

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 49, Pages 6984-6987

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.09.102

Keywords

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Funding

  1. EPSRC [EP/D50368X/1]
  2. University of Nottingham
  3. Engineering and Physical Sciences Research Council [EP/D50368X/1] Funding Source: researchfish

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We have shown that the configuration at the P-stereogenic centre in a range of H-phosphonates can be assigned using a combination of chromotographic mobility, (1)H and (31)P NMR data. We have also shown that the individual P-stereoisomers can be cross-coupled with vinyl and aryl halides, in the presence of a palladium(D) Catalyst, to afford the corresponding vinyl- and arylphosphonates in a stereocontrolled manner. (C) 2008 Elsevier Ltd. All rights reserved.

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