Facile preparation and synthetic applications of LiCH 2 C (CF 3) 2 OLi

…, WJ Marshall, GA Halliday, F Davidson…

Index: Grushin, Vladimir V.; Marshall, William J.; Halliday, Gary A.; Davidson, Fredric; Petrov, Viacheslav A. Journal of Fluorine Chemistry, 2002 , vol. 117, # 2 p. 121 - 129

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Citation Number: 12

Abstract

Bromohydrin BrCH2C (CF3) 2OH readily reacts with two equivalents of n-BuLi at− 78° C to produce the corresponding dilithium derivative LiCH2C (CF3) 2OLi in high yield. This dilithiated derivative reacts selectively, acting as a C-nucleophile, with a variety of electrophiles such as R2PCl, carbonyl compounds, and epoxides, to give electron-deficient phosphines R2PCH2C (CF3) 2OH, 1, 3-and 1, 4-diols, correspondingly.