Chemistry Letters

Benzyl N-phenyl-2, 2, 2-trifluoroacetimidate: A new and stable reagent for O-benzylation

Y Okada, M Ohtsu, M Bando, H Yamada

Index: Okada, Yasunori; Ohtsu, Mamiko; Bando, Masafumi; Yamada, Hidetoshi Chemistry Letters, 2007 , vol. 36, # 8 p. 992 - 993

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Citation Number: 15

Abstract

A new O-benzylation reagent, benzyl N-phenyl-2, 2, 2-trifluoroacetimidate, has been developed. It even reacts with sterically hindered alcohols and base-sensitive hydroxy esters to afford the corresponding benzyl ethers catalyzed by TMSOTf in 1, 4-dioxane. This reagent was more stable than benzyl 2, 2, 2-trichloroacetimidate, a known benzylation reagent.

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