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Domino Diels-Alder reactions of N-methoxyethyl-7-oxa-norbornadiene-2,3-dicarboximide: an elusive, highly reactive dienophile |
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| Authors: | Davor Margeti? Douglas N ButlerRonald N Warrener Yasujiro Murata |
| Institution: | a Laboratory for Physical-Organic Chemistry, Division of Organic Chemistry and Biochemistry, Ru?er Boškovi? Institute, 10001 Zagreb, Croatia b Centre for Molecular Architecture, Central Queensland University, Rockhampton, Queensland 4702, Australia c Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan |
| Abstract: | Flash vacuum pyrolysis (FVP) has been used to generate the novel 7-oxa-norbornadiene-2,3-dicarboxylic imide that in situ gave an unprecedented cycloaddition reaction cascade with the imidofuran, a side-product of FVP. Stereoselectivity of cycloadditions was studied with the aid of density functional calculations, which fully support observed exo/endo-selectivity. |
| Keywords: | Diels-Alder reaction Furan Flash vacuum pyrolysis DFT calculations Transition states |
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