The Journal of Organic Chemistry

Benzoyl trifluoromethanesulfonate. A mild reagent for the benzoylation of sterically hindered hydroxyls

L Brown, M Koreeda

Index: Brown, Lindsey; Koreeda, Masato Journal of Organic Chemistry, 1984 , vol. 49, # 21 p. 3875 - 3880

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Citation Number: 35

Abstract

Benzoyl trifluoromethanesulfonate (BzOTf) is a highly efficient reagent for the benzoy&tion of a variety of alcohols under mild conditions. These include hindered secondary and tertiary hydroxyls, phenols, and a-glycols. Sensitive functionality is stable when the reaction is performed in the presence of pyridine. Several unique rearrangements of Lewis acid sensitive compounds were also effected.