Rapid additions of bulky tert-butyldimethylsilyl cyanide to hindered ketones promoted by heterogeneous tin ion-exchanged montmorillonite catalyst

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• 作者：Jiacheng Wang^a ; ^&dagger ; ; Yoichi Masui^a ; Taiki Hattori^b ; Makoto Onaka^a ; ^{conaka@mail.ecc.u-tokyo.ac.jp}
• 关键词：Clays ; Cyanosilylation ; Heterogeneous catalysis ; Ketones ; Tin ; tert-Butyldimethylsilyl cyanide
• 刊名：Tetrahedron Letters
• 出版年：2012
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：11 April, 2012
• 卷：53
• 期：15
• 页码：1978-1981
• 文件大小：2233 K

摘要

Tin ion-exchanged montmorillonite (Sn-Mont) was found to be a powerful heterogeneous catalyst for the cyanosilylation of various ketones including congested ones with a bulky cyanide source, tert-butyldimethylsilyl cyanide (TBDMSCN), giving the corresponding cyanohydrin tert-butyldimethylsilyl ethers in good (85%) to excellent (>98%) yields at room temperature. Compared to the previously reported catalysts, Sn-Mont is easy to prepare, environmentally benign, nontoxic, noncorrosive, and recyclable.