4.5 Review

The conversion of primary or secondary alcohols with nonaflyl fluoride into their corresponding inverted fluorides

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SYNTHESIS-STUTTGART
卷 -, 期 8, 页码 1165-1174

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1067006

关键词

fluorodehydroxylation; nonaflyl fluoride; aliphatic fluoro compounds; inversion; strong organic bases

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The present review covers new efficient conversions (fluorodehydroxylations) of aliphatic primary or secondary hydroxy groups with nonaflyl fluoride (n-C4F9SO2F; NfF) and bases such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), diethylamine, triethylamine or triethylamine trihydrofluoride into their corresponding (inverted) fluoro, compounds. The scope, mechanisms and side reactions of these combinations of NfF with different bases are discussed.

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