T. Ibata, Hiroyuki Nakawa, Yasushi Isogami
Oct 1, 1986
Citations
0
Influential Citations
11
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The high pressure Diels–Alder reactions of 5-methoxy-2-methyl-4-(p-nitrophenyl)oxazole with ethylenic dienophiles such as N-methylmaleimide, N-phenylmaleimide, dimethyl maleate and dimethyl fumarate gave the corresponding adducts in good to excellent yields. The effects of pressure, temperature, solvents on the yields were investigated. The high pressure also increased the formation of 3-hydroxypyridine derivatives via the elimination of methanol from the adducts. The stereospecificity of the reaction was confirmed for the reactions with maleate and fumarate.