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The Chemistry of Acylals. 3. Cyanohydrin Esters from Acylals with Cyanide Reagents

Marcel Sandberg and Leiv K. Sydnes*

*Department of Chemistry, University of Bergen, Allégt. 41, NO-5007 Bergen, Norway, Email:

M. Sandberg, L. K. Sydnes, Org. Lett., 2000, 2, 687-689.

DOI: 10.1021/ol005535b

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Acylals derived from aliphatic aldehydes provide the corresponding cyanohydrin esters in good to excellent yields in the presence of KCN in DMSO at room temperature whereas acylals from aromatic aldehydes were less reactive and gave several byproducts. The combination of TMSCN and TiCl4 afforded cyanohydrin esters in good to excellent yields from both aliphatic and aromatic aldehydes.

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Key Words


ID: J54-Y2000