The palladium-catalyzed reaction of propargylic carbonates with Meldrum's acid derivatives proceeds smoothly in the presence of Pd(OAc)2 and P(2-furyl)3 in THF at 80 °C to give substitution products. The substitution products can be useful intermediates for the stereoselective synthesis of functionalized (Z)-γ-alkylidene-γ-butyrolactones. Propargylic carbonates react with Meldrum's acid derivatives in the presence of Pd(OAc)2 and P(2-furyl)3 in THF at 80 °C to give propargylic substitution products.
Ambrogio, I., Cacchi, S., Fabrizi, G., Goggiamani, A., Iazzetti, A., Palladium-catalyzed nucleophilic substitution of propargylic carbonates and meldrum's acid derivatives, <<EUROPEAN JOURNAL OF ORGANIC CHEMISTRY>>, 2015; 2015 (14): 3147-3151. [doi:10.1002/ejoc.201500337] [http://hdl.handle.net/10807/200524]
Palladium-catalyzed nucleophilic substitution of propargylic carbonates and meldrum's acid derivatives
Iazzetti, Antonia
2015
Abstract
The palladium-catalyzed reaction of propargylic carbonates with Meldrum's acid derivatives proceeds smoothly in the presence of Pd(OAc)2 and P(2-furyl)3 in THF at 80 °C to give substitution products. The substitution products can be useful intermediates for the stereoselective synthesis of functionalized (Z)-γ-alkylidene-γ-butyrolactones. Propargylic carbonates react with Meldrum's acid derivatives in the presence of Pd(OAc)2 and P(2-furyl)3 in THF at 80 °C to give propargylic substitution products.
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