142668-57-3Relevant academic research and scientific papers
THERMAL CONVERSION OF METHYL 8-VINYL-3-OXO-2-OXABICYCLOOCT-5-EN-6-CARBOXYLATES TO TETRAHYDROCOUMARINS AND METHYL BENZOATES
Matsui, Takanao,Matsushita, Yoh-ichi,Nakayama, Mitsuru
, p. 723 - 728 (2007/10/02)
Methyl 8-methyl- and 8-methoxy-8-vinyl-3-oxo-2-oxabicyclooct-5-en-6-carboxylates (3 and 5), prepared by the Diels-Alder reaction of methyl 2-oxo-2H-pyran-5-carboxylate with 2-methyl- and 2-methoxy-1,3-butadienes, were converted into methyl 9-methyl- and 9-methoxy-3-oxo-2-oxabicyclodeca-4,8-diene-6-carboxylates (tetrahydrocoumarins) by a Cope rearrangement at about 140 deg C, respectively.On the other hand, 3 and 5 were transformed into methyl 4-isopropyl- and 4-acetylbenzoates via the reaction of methyl tricyclo2,7>oct-3-en-4-carboxylates at about 257 deg C in the presence of Pd-C, respectively.
