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Chem Commun (Camb). 2014 Feb 14;50(13):1543-5. doi: 10.1039/c3cc47219a.

Stereocontrolled generation of nucleophilic (Z)- or (E)-α-fluoroalkenylchromium reagents via carbon-fluorine bond activation: highly stereoselective synthesis of (E)- or (Z)-β-fluoroallylic alcohols.

Chemical communications (Cambridge, England)

Takashi Nihei, Saya Yokotani, Takashi Ishihara, Tsutomu Konno

Affiliations

  1. Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan. [email protected].

PMID: 24382421 DOI: 10.1039/c3cc47219a

Abstract

Highly nucleophilic (Z)- or (E)-α-fluoroalkenylchromium species could be generated in a stereoselective manner via C-F bond activation of CBrF2-containing molecules, and they reacted smoothly with various aldehydes to give (E)- or (Z)-β-fluoroallylic alcohol derivatives in high yields, respectively.

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