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Oguni and co-workers have described chiral Schiff base titanium alkoxide complexes which catalyze the enantioselective (62-97% ee) addition of TMSCN to aldehydes; see: See also: Nitta, H.; Yu, D.; Kudo, M.; Mori, A.; Inoue, S. J. Am. Chem. Soc. 1992, 114, 7969.
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Oguni and co-workers have described chiral Schiff base titanium alkoxide complexes which catalyze the enantioselective (62-97% ee) addition of TMSCN to aldehydes; see: Hayashi, M.; Miyamoto, Y.; Inoue, T.; Oguni, N. J. Org. Chem. 1993, 58, 1515. See also: Nitta, H.; Yu, D.; Kudo, M.; Mori, A.; Inoue, S. J. Am. Chem. Soc. 1992, 114, 7969.
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Jacobsen has described the preparation of a large range of substituted salicylaldehydes; see:
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Jacobsen has described the preparation of a large range of substituted salicylaldehydes; see: Larrow, J. F.; Jacobsen, E. N.; Gao, Y.; Hong, Y.; Nie, X.; Zepp, C. M. J. Org. Chem. 1994, 59, 1939.
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Evaporation of toluene in vacuo has been reported to effect the removal of the i-PrOH liberated upon complex formation of Ti(0'Pr)4 with bidentate ligands such as a,a,a',a'-tetraaryl-l,3-dioxolane-4,5-dimethanols; see: and references therein.
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Evaporation of toluene in vacuo has been reported to effect the removal of the i-PrOH liberated upon complex formation of Ti(0'Pr)4 with bidentate ligands such as a,a,a',a'-tetraaryl-l,3-dioxolane-4,5-dimethanols; see: Seebach, D.; Plattner, D. A.; Beck, A. K.; Wang, Y. M.; Hunziker, D.; Petter, W. Helv. Chim. Acta 1992, 75, 2171 and references therein.
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Jacobsen has utilized ligands prepared from di-tert-butyl-substituted salicylaldehydes in the preparation of enantioselective catalysts for asymmetric epoxidation; see:
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Jacobsen has utilized ligands prepared from di-tert-butyl-substituted salicylaldehydes in the preparation of enantioselective catalysts for asymmetric epoxidation; see: Jacobsen, E. N.; Zhang, W.; Muci, A. R.; Ecker, J. R.; Deng, L. J. Am. Chem. Soc. 1991, 113, 7063.
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Thus, increasing the strength of the RCHO-Ti interaction inevitably leads to an increase in the strength of the R'O-Ti bond. For strong M-O bonds the rate of silylation of the metal aldolate might be prohibitively slow, allowing a silicon-catalyzed process to compete effectively; see:
-
Thus, increasing the strength of the RCHO-Ti interaction inevitably leads to an increase in the strength of the R'O-Ti bond. For strong M-O bonds the rate of silylation of the metal aldolate might be prohibitively slow, allowing a silicon-catalyzed process to compete effectively; see: Carreira, E. M.; Singer, R. A. Tetrahedron Lett. 1994, 35, 4323.
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