Silver-catalyzed carbon dioxide incorporation and rearrangement on propargylic derivatives

S Kikuchi, S Yoshida, Y Sugawara, W Yamada…

Index: Kikuchi, Satoshi; Yoshida, Shunsuke; Sugawara, Yuudai; Yamada, Wataru; Cheng, Hau-Man; Sekine, Kohei; Iwakura, Izumi; Ikeno, Taketo; Yamada, Tohru Bulletin of the Chemical Society of Japan, 2011 , vol. 84, # 7 p. 698 - 717

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Citation Number: 51

Abstract

A silver/DBU catalyst system was developed for the effective synthesis of cyclic carbonate and oxazolidinone from the reaction of CO 2 with propargylic alcohols and propargylic amines, respectively, in high yields under mild conditions. It was found that the [3, 3]- sigmatropic Meyer–Schuster-type rearrangement of the propargylic alcohol was mediated by CO 2 in DMF to afford the corresponding α, β-unsaturated carbonyl compounds in high ...

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