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Synfacts 2010(7): 0841-0841  
DOI: 10.1055/s-0029-1220089
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Reduction by SBA-15-Supported Chiral Oxazaborolidine

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada
U. Balakrishnan, N. Ananthi, S. T. Selvan, R. Pal, K. Ariga, S. Velmathi*, A. Vinu*
National Institute for Materials Science, Tsukuba, Japan and National Institute of Technology, Tiruchirappalli, India
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Publication History

Publication Date:
22 June 2010 (online)

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Significance

Asymmetric reduction of ketones with an SBA-15-supported (R)-2-(5-amino-2-­hydroxybenzylamino)-3-methyl butanoate ligand (with TMS end-capping) was described. The reduction of acetophenones was carried out with the SBA-15-supported ligand to generate the ­oxazaborolidine catalyst in situ. The reaction gave the corresponding (S)-1-arylethanols in 35-90% yield with 4-98% ee (6 examples). The catalytic activity of the SBA-15-immobilized catalyst was comparable with that of the homogeneous counterpart.