Abstract
The Michael addition of nitroalkanes with methyl acrylate catalyzed by tertiary-phosphine such as tributylphosphine was studied so as to determine optimum reaction condition. The Michael reaction of nitropropane with methyl acrylate catalyzed by tributylphosphine in benzene gave methyl 4-nitrohexanoate (2 a) in 80 % yield. In the reaction of 1-nitroalkane (1) with methyl acrylate, methyl4-nitroalkanoates(2b)(2g)were obtained in 7282% yields.
Methy 4-nitroalkanoates(2d)(2g)were made to undergo an electrochemical oxidative Nef reactions to give methyl 4-oxoalkanoates(4d)(4f)and methyl 6-formyl-4-oxohexanoate(6).
These compounds were converted to γ-lactones(5).γ-Jasmolactone(8)was prepared from(6).
