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Synfacts 2009(6): 0692-0692  
DOI: 10.1055/s-0029-1216759
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Tin-Montmorillonite Catalyzed Cyanosilylation of Sterically Hindered Ketones

Contributor(s): Yasuhiro Uozumi, Tsubasa Muto
J. Wang, Y. Masui, K. Watanabe, M. Onaka*
The University of Tokyo, Japan
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Publication History

Publication Date:
25 May 2009 (online)

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Significance

Tin ion-exchanged montmorillonite (Sn-Mont) was prepared from commercially available Na-Mont. Sn-Mont catalyzed the cyanosilylation of sterically hindered ketones under hetero­geneous conditions to give the corresponding cyanohydrin trimethylsilyl ethers in up to >98% yield (14 examples). The catalyst was readily removed from the reaction mixture by simple filtration and reused in at least three runs without ­significant loss of activity.