Indium(III) chloride-catalyzed Mukaiyama–Michael addition: synthesis of 2,6-anti-tetrahydropyrans
2011
Chua, Sin-Siu | Alni, Anita | Jocelyn Chan, Li-Ting | Yamane, Motoki | Loh, Teck-Peng
In the presence of a catalytic amount of indium(III) chloride (InCl₃), silyl enol ethers react with dihydropyranones at ambient temperature via Mukaiyama–Michael addition to afford the corresponding 2,6-anti-tetrahydropyran adducts in moderate to good yields. This simple and mild method proceeds under neat conditions and involves simple aqueous work-up. Indium(III) chloride can be recovered and reused without significant decrease in reactivity.
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