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Fluorous synthesis of allylic fluorides: C-F bond formation as the detagging process.

Authors
  • Boldon, Sophie
  • Moore, Jane E
  • Gouverneur, Véronique
Type
Published Article
Journal
Chemical Communications
Publisher
The Royal Society of Chemistry
Publication Date
Aug 21, 2008
Issue
31
Pages
3622–3624
Identifiers
DOI: 10.1039/b804484h
PMID: 18665278
Source
Medline
License
Unknown

Abstract

A novel fluorous tagging-detagging strategy has been developed featuring a fluorination as the detagging process; fluorous allylsilanes were prepared by cross-metathesis and subsequently subjected to electrophilic fluorodesilylation; Selectfluor was used as the detagging reagent; the resulting allylic fluorides were successfully purified by fluorous solid phase extraction.

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