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(b) Hamashima, Y.; Sawada, D.; Nogami, H.; Kanai, M.; Shibasaki, M. Tetrahedron 2001, 57, 805-814.
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Sophisticated strategies are being developed for recovery and recycling of chiral catalysts: Chiral Catalyst Immobilization and Recycling; De Vos, D. E., Vankelecom, I. F. J., Jacobs, P. A., Eds.; Wiley-VCH: Weinheim, Germany, 2000.
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Diethylamino-substituted (S)- and (R)-BINOLAM 2 were the most suitable phase-transfer catalysts for the enantioselective alkylation of the aldimine Schiff bases of alanine esters: Casas, J.; Nájera, C.; Sansano, J. M.; González, J.; Saá, J. M.; Vega, M. Tetrahedron: Asymmetry 2001, 12, 699-702. For addition of diethylzinc to aldehydes, see: Kitajima, H.; Iti, K.; Katsuki, T. Chem. Lett. 1996, 343-344.
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Vega, M.6
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19
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0030522386
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Diethylamino-substituted (S)- and (R)-BINOLAM 2 were the most suitable phase-transfer catalysts for the enantioselective alkylation of the aldimine Schiff bases of alanine esters: Casas, J.; Nájera, C.; Sansano, J. M.; González, J.; Saá, J. M.; Vega, M. Tetrahedron: Asymmetry 2001, 12, 699-702. For addition of diethylzinc to aldehydes, see: Kitajima, H.; Iti, K.; Katsuki, T. Chem. Lett. 1996, 343-344.
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BINOLAM 3 was easily prepared from methyl 3-hydroxy-2-naphthalenecarboxylate employing a chemical resolution using L-leucine methyl ester hydrochloride following a known procedure, (a) Feringa, B.; Wynberg, H. Tetrahedron Lett. 1977, 4447-4450.
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(c) Cram, D. J.; Helgeson, R. C.; Peacock, S. C.; Kaplan, L. J.; Domeier, L. A.; Moreau, P.; Koga, K.; Mayer, J. M.; Chao, Y.; Siegel, M. G.; Hoffman, D. H.; Sogah, G. D. Y. J. Org. Chem. 1978, 43, 1930-1946.
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(b) Belokon, Y. N.; Caveda-Cepas, S.; Green, B.; Ikonnikov, N. S.; Khrustalev, V. N.; Larichev, V. S.; Moscalenko, M. A.; North, M.; Orizn, C.; Tararov, V. I.; Tasinazzo, M.; Timofeeva, G. I.; Yashkina, L. V. J. Am. Chem. Soc. 1999, 121, 3968-3973.
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0037134213
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Enantiopure cyanohydrins are important building blocks for the synthesis of 1,2-bifunctional compounds such as α-hydroxycarbonyl compounds, β-amino alcohols, and α-amino acids and also for the generation of new materials: (a) Liang, S.; Bu, X. R. J. Org. Chem. 2002, 67, 2702-2708.
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Collins, A. N., Schedrake, G. N., Crosby, J., Eds.; Wiley: Chichester, UK, Chapter 14
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(e) Kruse, C. G. In Chirality in Industry; Collins, A. N., Schedrake, G. N., Crosby, J., Eds.; Wiley: Chichester, UK, 1992; Chapter 14.
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84872277271
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note
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Thermogravimetric analysis of "dry" MS (dried at 120 °C for 4 h) revealed a 7.5% water content.
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34
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0001842782
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2O donor has been demonstrated for the case of binaphthol-derived titanium complexes: Terada, M.; Matsumoto, Y.; Nakamura, Y.; Mikami, K. Chem. Commun. 1997, 281-282.
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35
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0345711474
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3PO on prevention of oligomerization of the catalyst and activation of trimethylsilyl cyanide has been pointed out: Vogl, E. M.; Gröger, H.; Shibasaki, M. Angew. Chem., Int. Ed. 1999, 38, 1570-1577.
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(a) Sawada, D.; Shibasaki, M. Angew. Chem., Int. Ed. 2000, 39, 209-213.
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(b) Sawada, D.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2000, 43, 10521-10532.
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0034604432
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(a) Nicolaou, K. C.; Hepworth, D.; King, N. P.; Finlay, M. R. V.; Scarpelli, R.; Pereira, M. M. A.; Bollbuck, B.; Bigot, A.; Werschkun, B.; Winssinger, N. Chem. Eur. J. 2000, 6, 2783-2800.
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Nicolaou, K.C.1
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Winssinger, N.10
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41
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84872275615
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note
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4), and evaporated, affording a residue that was purified by flash chromatography to obtain pure cyanohydrins 4.
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