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Asymmetric addition of diethylzinc to benzaldehyde catalyzed by silica-immobilized titanium(IV) complexes of N-sulfonylated amino alcohols

✍ Scribed by Lu-Ning Huang; Xin-Ping Hui; Peng-Fei Xu

Book ID: 104057079
Publisher: Elsevier Science
Year: 2006
Tongue: English
Weight: 208 KB
Volume: 258
Category: Article
ISSN: 1381-1169
DOI: 10.1016/j.molcata.2006.05.048

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✦ Synopsis

A chiral (1R,2S)-2-(p-toluenesulfonylamino)-1,3-diphenyl-1-propanol derived catalyst was synthesized and successfully grafted onto amorphous silica gel and mesoporous silica (MCM-41) by a facile approach. This is the first use of silica-immobilized titanium(IV) complexes of N-sulfonylated amino alcohols for the asymmetric addition of diethylzinc to benzaldehyde with good enantioselectivity (80% e.e.). Particularly, after readily recoverble procedure, the catalyst was able to be reused in multiple catalytic runs (up to 10 times) without loss of enantioselectivity.

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