4.5 Article

Synthesis of Fluoroolefins via Julia-Kocienski Olefination

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 11, Pages 1822-1836

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1218789

Keywords

Julia-Kocienski olefination; fluoroalkenes; fluoro sulfones; alkenation reagents; electrophilic fluorination

Funding

  1. NIH (NIGMS) [S06 GM008168-29, S06 GM008168-30]
  2. NSF [CHE-0516557]
  3. PSC CUNY
  4. NIH RCMI [5G12 RR03060]
  5. NATIONAL CANCER INSTITUTE [U54CA132378] Funding Source: NIH RePORTER
  6. NATIONAL CENTER FOR RESEARCH RESOURCES [G12RR003060] Funding Source: NIH RePORTER
  7. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [S06GM008168] Funding Source: NIH RePORTER

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The Julia-Kocienski olefination provides a versatile platform for the synthesis of fluorovinyl compounds. This review describes our efforts as well as those of others in the synthesis of various fluorinated aryl and heteroaryl sulfones and their utility as olefination reagents for the modular assembly of fluoroalkenes. Where data is available, the influence of the fluorine atom on the reactivity of the olefination reagents and the stereochemical outcome of the olefination are described.

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