4.7 Article

Diastereoselective Synthesis of CF3- and CF2H-Substituted Spiroethers from Aryl-Fused Cycloalkenylalkanols by Photoredox Catalysis

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 16, Pages 7064-7071

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00953

Keywords

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Funding

  1. JSPS KAKENHI in Precisely Designed Catalysts with Customized Scaffolding [26288045, 15K13689, 16H06038, JP16H01009]
  2. Naito Foundation
  3. Grants-in-Aid for Scientific Research [16H01009, 15K13689, 16H06038, 26288045] Funding Source: KAKEN

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Simple synthesis of CF3- and CF2H-spiroethers from aryl-fused cycloalkenylalkanols by photoredox catalysis has been developed. Modification of the fluoromethylating reagents and the photoredox catalysts leads to both CF3- and CF2H-spiroetherification. The present photocatalytic system allows us to access a variety of new anti-fluoromethylated spiroethers in a highly selective manner.

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