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Trimethylsilylcyanation of aromatic aldehydes catalyzed by Pybox-AlCl3 complex

✍ Scribed by Irina Iovel; Yuris Popelis; Mendel Fleisher; Edmunds Lukevics

Book ID
104361126
Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
463 KB
Volume
8
Category
Article
ISSN
0957-4166

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✦ Synopsis

A series of aromatic and heterocyclic cyanohydrins and their O-silyl ethers have been synthesized by trimethylsilylcyanation of aldehydes using a catalyst generated in situ from (S,S)-2,6-bis(4'-isopropyloxazolin-2'-yl)pyridine (Pybox) with AICI 3. Mandelonitrile was prepared in isolated yield 92% with more than 90% ee. The structure of A1C13-Pybox complex was studied by means of I H NMR and quantum-chemical calculations.

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