3472. Duthaler-Hafner Reagent
Nomenclature
CAS number: 132068-98-5
Chloro(η5-2,4-cyclopentadien-1-yl)[(4R,5R)-2,2-dimethyl-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanolato(2-)-κO4,κO5]titanium. C36H33ClO4Ti; mol wt 612.96.
C 70.54%, H 5.43%, Cl 5.78%, O 10.44%, Ti 7.81%.
Description and references
Enantioselective allyl-transfer reagent. Prepn: R. O. Duthaler et al., Pure Appl. Chem. 62, 631 (1990). As reagent in prepn of titanium transmetallation complexes: A. Hafner et al., J. Am. Chem. Soc. 114, 2321 (1992). Use in aldol reactions: R. C. Cambie et al., Aust. J. Chem. 46, 583 (1993); in asymmetric allylation: A. Fürstner, K. Langemann, J. Am. Chem. Soc. 119, 9130 (1997). Review of prepn, structure and use: R. O. Duthaler et al., in Proc. 3rd Symp. Org. Synth. Organomet. 1990, K. H. Doetz, R. W. Hoffmann Eds. (Vieweg, Braunschweig, Germany, 1991) pp 285-309.
Properties
mp 209-213°. [α]D20 -246° (c = 1 in CHCl3). Moisture sensitive, store under nitrogen. Corrosive.Derivative
(S,S)-Form.Nomenclature
CAS number: 140462-73-3