Substrate Range of the Titanium TADDOLate Catalyzed Asymmetric Fluorination of Activated Carbonyl Compounds

…, L Hintermann, DP Huber, M Perseghini…

Index: Bertogg, Andreas; Hintermann, Lukas; Huber, Dominique P.; Perseghini, Mauro; Sanna, Maria; Togni, Antonio Helvetica Chimica Acta, 2012 , vol. 95, # 3 p. 353 - 403

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Citation Number: 23

Abstract

Abstract The substrate range of the [TiCl 2 (TADDOLate)](TADDOL= α, α, α′, α′-tetraaryl- 1, 3-dioxolane-4, 5-dimethanol)-catalyzed asymmetric α-fluorination of activated β-carbonyl compounds has been investigated. Optimal conditions for catalysis are characterized by using 5 mol-% of TiCl 2 (naphthalen-1-yl)-TADDOLate) as catalyst in a saturated (0.14 mol/l) MeCN solution of F-TEDA (1-(chloromethyl)-4-fluoro-1, 4-diazoniabicyclo [2.2. 2] octane ...