Citation: Liang Yin, Chao Feng Wang, Huan Ling Wang, Rong Li, Jian Tai Ma. Novel Fréchet-type dendritic BINOL ligands and their applications in Ti (Ⅳ) complex catalyzed asymmetric addition of diethylzinc to aldehydes[J]. Chinese Chemical Letters, ;2007, 18(12): 1487-1489. doi: 10.1016/j.cclet.2007.10.014 shu

Novel Fréchet-type dendritic BINOL ligands and their applications in Ti (Ⅳ) complex catalyzed asymmetric addition of diethylzinc to aldehydes

College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China

Received Date: 3 July 2007

New Fréchet-type dendritic BINOL ligands bearing several BINOL units at the periphery have been successfully synthesized. The (dendritic BINOL) Ti (Ⅳ) complexes were proved to be efficient catalysts for the enantioselective addition of diethylzinc to aromatic aldehydes. Moreover, these ligands could be quantitatively recovered and reused at least five times without a loss of the yield and enantioselectivity.
- Asymmetric catalysis,
- BINOL,
- Aldehydes
1. [1]
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