Title: Duthaler-Hafner Reagent
CAS Registry Number: 132068-98-5
CAS Name: Chloro(h5-2,4-cyclopentadien-1-yl)[(4R,5R)-2,2-dimethyl-a,a,a¢,a¢-tetraphenyl-1,3-dioxolane-4,5-dimethanolato(2-)-kO4,kO5]titanium
Molecular Formula: C36H33ClO4Ti
Molecular Weight: 612.96
Percent Composition: C 70.54%, H 5.43%, Cl 5.78%, O 10.44%, Ti 7.81%
Literature 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°. [a]D20 -246° (c = 1 in CHCl3). Moisture sensitive, store under nitrogen. Corrosive.
Melting point: mp 209-213°
Optical Rotation: [a]D20 -246° (c = 1 in CHCl3)
Derivative Type: (S,S)-Form
CAS Registry Number: 140462-73-3
Properties: mp 209-213°. [a]D20 +246° (c = 1 in CHCl3). Moisture sensitive, store under nitrogen. Corrosive.
Melting point: mp 209-213°
Optical Rotation: [a]D20 +246° (c = 1 in CHCl3)
Use: Transmetallation of allyl-Grignard or allyl-Li compounds. |