Journal of the American Chemical Society p. 2652 - 2662 (1989)
Update date:2022-08-04
Topics:
Gassman, Paul G.
Bonser, Steven M.
Mlinaric-Majerski, Kata
trans-Bicyclo<4.1.0>hept-3-ene, 7-methyl-trans-bicyclo<4.1.0>hept-3-ene, and 7,7-dimethyl-trans-bicyclo<4.1.0>hept-3-ene have been synthesized.Comparison of their ease of oxidation with the ease of oxidation of the analogous cis-bicyclo<4.1.0>hept-3-enes has been made.Both the thermal and transition-metal complex promoted rearrangements of the trans-bicyclo<4.1.0>hept-3-enes have been studied.These systems thermally convert to the cis-bicyclo<4.1.0>hept-3-enes above 100 deg C and are catalytically rearranged at ambient temperature.Trans to cis isomerization alsooccurs at ambient temperature under photoinduced single electron transfer conditions.
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