Iron??Catalyzed Chemoselective Azidation of Benzylic Silyl Ethers

Y Sawama, S Nagata, Y Yabe, K Morita…

Index: Sawama, Yoshinari; Nagata, Saori; Yabe, Yuki; Morita, Kosuke; Monguchi, Yasunari; Sajiki, Hironao Chemistry - A European Journal, 2012 , vol. 18, # 52 p. 16608 - 16611

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Citation Number: 24

Abstract

Silyl ethers are traditionally used for the protection of alcohols and are stable in the presence of most nucleophiles, owing to the low leaving-group ability of the siloxy groups.[1] Carbon nucleophiles, such as allylsilanes [2] and enol acetates,[3] can react with silyl ethers in the presence of suitable Lewis acids. Furthermore, the bromination, thiocyanation, and isothiocyantion of silyl ethers in an ionic liquid were also developed.[4] Although azides ...