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| PAPER | Synthesis 2004: 2266-2272
DOI: 10.1055/s-2004-831167 |
© Georg Thieme Verlag Stuttgart · New York
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Highly Efficient Double-Activation Catalysts for the Synthesis of Ketone Cyanohydrins
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| Fu-Xue Chena, Xiaohua Liua, Bo Qina, Hui Zhoua, Xiaoming Feng*a, Guolin Zhangb |
a Key Laboratory of Green Chemistry & Technology (Sichuan University), Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
Fax: +86(28)85418249; e-Mail: xmfeng@scu.edu.cn;
b Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, P. R. China
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Received
30 April 2004 |
Abstract
Tertiary cyanohydrin trimethylsilyl ethers were synthesized in excellent chemical yields by using salen-Al complex (0.25 mol%) and N-oxide (0.5 mol%) without solvent at ambient temperature. The relationship between the ligand structure and catalyst efficiency is discussed. Preliminary mechanistic studies were carried out, and transition states were proposed accounting for the action of the double-activation catalysts. Key words
addition reactions - aluminum - ketones - Schiff bases - nitriles
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