Electrooxidative coupling of furans and silyl enol ethers: application to the synthesis of annulated furans

…, CR Whitehead, I Ghiviriga, RM Walczak…

Index: Sperry, Jeffrey B.; Whitehead, Christopher R.; Ghiviriga, Ion; Walczak, Ryan M.; Wright, Dennis L. Journal of Organic Chemistry, 2004 , vol. 69, # 11 p. 3726 - 3734

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Citation Number: 54

Abstract

The preparation of annulated furan systems as key synthetic intermediates through the application of a two-step annulation involving an electrochemical ring closure between a furan and a silyl enol ether has been studied. The reaction was shown to be quite general for the formation of six-membered rings in good yields and was tolerant of a variety of different functional groups. The ring closure was highly stereoselective, leading to the ...

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