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Recycling of a perfluoroalkylated BINOL ligand using fluorous solid-phase extraction.

By John Fawcett, Eric G. Hope, Alison M. Stuart and Andrew J. West

Abstract

After the asymmetric addition of allyltri-n-butyltin to benzaldehyde, a perfluoroalkylated BINOL-Sn complex was separated from the organic product using fluorous reverse phase silica gel. The lightly fluorinated ligand was then recovered by hydrolysis of the R[subscript f6]-BINOL-Sn complex with dilute hydrochloric acid and was reused three times without loss of activity or enantioselectivity.Peer-reviewedPublisher Versio

Publisher: Royal Society of Chemistry
Year: 2005
DOI identifier: 10.1039/B418039A
OAI identifier: oai:lra.le.ac.uk:2381/636
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Citations

  1. (AJW) for financial support.
  2. (2004). Handbook of Fluorous Chemistry, doi
  3. (2004). Patent Appl.,

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