Tetrahedron letters

Synthesis and some properties of 1-fluoro-1-alken-3-ols

F Tellier, R Sauvêtre

Index: Tellier, Frederique; Sauvetre, Raymond Tetrahedron Letters, 1995 , vol. 36, # 24 p. 4223 - 4226

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Citation Number: 14

Abstract

Treatment of carbonyl derivatives with 2,2-difluorovinyl lithium, quantitatively prepared in situ from 1,1-difluoroethylene and s-Buli ( , −100°C) 1 , leads to the alcohols . These are relatively unstable and mut be used crude quickly, due to their tendency to undergo a rapid allylic migration to yield unsaturated acid fluorides 5 . To the lithium alcoholates of (0.02 mol) (obtained by metallation of (0.02 mol) with MeLi (0.02 mol) in Et 2 O (50 ml)), is added LiAlH 4 (0.013 mol) (4 h, rt) ...

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