Abstract
A new H8-BINOL polymer was synthesized by radical polymerization and proved to be an effective catalyst in enantioselective addition of triethylaluminium to aromatic aldehydes in the presence of titanium isopropoxide. The polymer can be prepared with simple steps and reused without losing its enantioselectivity and catalytic activity.
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References
Brunel J. M., Chem. Rev., 2005, 105, 4233
Chan A. S. C., Zhang F. Y., Yip C. W., J. Am. Chem. Soc., 1997, 119, 4080
Cram D. J., Helgeson R. C., Peacock S. C., Kaplan L. J., Domeier L. A., Moreau P., K., Koga J. Mayer M., Chao Y., J. Org. Chem., 1978, 43, 1930
Wang B., Feng X., Huang Y., Liu H., Cui X., Jiang Y., J. Org. Chem., 2002, 67, 2175
Zhang F. Y., Yip C. W., Cao R., Chan A. S. C., Tetrahedron Asymme-try, 1997, 8, 585
Zhang F. Y., Chan A. S. C., Tetrahedron Asymmetry, 1997, 8, 3651
Reetz M. T., Merk C., Naberfeld G., Rudolph J., Griebenow N., Goddard R., Tetrahedron Lett., 1997, 38, 5273
Long J., Hu J., Shen X., Ji B., Ding K., J. Am. Chem. Soc., 2002, 124, 10
Waltz K. M., And P. J. C., Walsh P. J., Organometallics, 2003, 23, 127
Au-Yeung T. T. L., Chan S. S., Chan A. S. C., Adv. Synth. Catal., 2003, 345, 537
Zhang F. Y., A. Pai C. C., Chan A. S. C., J. Am. Chem. Soc., 1998, 120, 5808
Uemura T., Zhang X., Matsumura K., Sayo N., Kumobayashi H., Ohta T., Nozaki K., Takaya H., J. Org. Chem., 1996, 61, 5510
Fan Q. H., Liu G. H., Deng G. J., Chen X. M., Chan A. S. C., Tetra-hedron Lett., 2001, 42, 9047
Yu H. B., Hu Q. S., Pu L., Tetrahedron Lett., 2000, 41, 1681
Bartoszek M., Beller M., Deutsch J., Klawonn M., Köckritz A., Ne-mati N., Pews-Davtyan A., Tetrahedron, 2008, 64, 1316
Liu D. C., Ouyang K. B., Yang N. F., Tetrahedron, 2016, 72, 1018
Liu D. C., Zhu W. J., Zhang A. L., Yang N. F., Yang L. W., Chin. J. Org. Chem., 2015, 35, 1797
Korostylev A., Tararov V. I., Fischer C., A., Börner A., J. Org. Chem., 2004, 69, 3220
Jung H. I., Nandhakumar R., Yoon H. J., Lee S. G., Kim K. M., Jung H. I., Yoon H. J., Kim K. M., Bull. Korean Chem. Soc., 2010, 41, 1289
Chen Y. H., Yang L. W., Yang N. F., Yang Z. S., Chem. Lett., 2014, 43, 1755
Hatano M., Miyamoto T., Ishihara K., J. Org. Chem., 2006, 71, 6474
Mori M., Nakai T., Tetrahedron Lett., 1997, 38, 6229
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Supported by the Higher Education Doctoral Science Foundation of China(No.20134301110004).
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Synthesis of a newly modified poly-H8-BINOL ligand and its applications in the asymmetric addition of triethylaluminium to aromatic aldehydes
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Liu, C., Ouyang, K. & Yang, N. Synthesis of a newly modified poly-H8-BINOL ligand and its applications in the asymmetric addition of triethylaluminium to aromatic aldehydes. Chem. Res. Chin. Univ. 33, 742–745 (2017). https://doi.org/10.1007/s40242-017-7093-y
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DOI: https://doi.org/10.1007/s40242-017-7093-y