Advanced Synthesis & Catalysis

Gold??Catalyzed Synthesis of α??Fluoro Acetals and α??Fluoro Ketones from Alkynes

T de Haro, C Nevado

Index: De Haro, Teresa; Nevado, Cristina Advanced Synthesis and Catalysis, 2010 , vol. 352, # 16 p. 2767 - 2772

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Citation Number: 44

Abstract

Abstract A new method to synthesize α-fluoro acetals and α-fluoro ketones is presented here. In the presence of alcohols and Selectfluor, catalytic amounts of gold selectively transformed alkynes into the corresponding fluorinated acetals or ketones depending on the reaction conditions. This protocol has been applied to both terminal and internal alkynes showing a high degree of chemo-and regioselectivity. The reaction mechanism seems to ...