Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2010(8): 0941-0941
DOI: 10.1055/s-0030-1257752
DOI: 10.1055/s-0030-1257752
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Difluoromethylation of Lithium Enolates with Trifluoromethyl Iodide
K. Mikami*, Y. Tomita, Y. Itoh
Tokyo Institute of Technology and The University of Tokyo, Japan
Further Information
Publication History
Publication Date:
22 July 2010 (online)
Significance
α-Difluoromethylation of lithium enolates was efficiently effected with trifluoromethyl iodide. Remarkably, the reaction proceeds via preferential cleavage of a C-F bond over the weaker C-I bond. This unprecedented reaction enables the straightforward construction of difluoromethyl-attached all-carbon quaternary centers. The remaining iodide functionality allows further functionalization.