Cyanation reactions of carbonyl compounds with methyl cyanoformate or acetyl cyanide catalyzed by 5 mol % of 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) were examined. Using methyl cyanoformate, the corresponding cyanohydrin carbonates were readily obtained in high yield for aromatic and aliphatic aldehydes and ketones. Similar results were obtained when acetyl cyanide was used as the cyanide source. The polymer-supported catalyst, PS-TBD, also acted as a good catalyst for this reaction. PS-TBD was easily recovered and reused with minimal activity loss.
Polymer‐supported phosphane efficiently catalyzes the reactions of silyl ketene acetal (I) with a broad range of aldehydes and imines under mild conditions.
Polymer-Supported PPh 3 as a Reusable Organocatalyst for the Mukaiyama Aldol and Mannich Reaction. -Polymer-supported phosphane efficiently catalyzes the reactions of silyl ketene acetal (I) with a broad range of aldehydes and imines under mild conditions. In case of substrate (X) the initially formed unstable silyl ether product is directly converted into alcohol (XI). However, the method is not suitable for silyl enol ether substrates derived from ketones. -(MATSUKAWA*, S.; FUKAZAWA, K.; KIMURA, J.; RSC Adv. 4 (2014) 53, 27780-27786, http://dx.
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