Structures of oxygenated cyclohexa-1,3-diene–maleic anyhydride cycloadducts. Structural evidence suggests a stepwise retro-Diels–Alder reaction
Organic & Biomolecular Chemistry2007Vol. 5(15), pp. 2354–2356
Citations Over TimeTop 18% of 2007 papers
Abstract
The structures of a series of cyclohexadiene-maleic anhydride cycloadducts show structural parameters consistent with the early stages of the retro-Diels-Alder (rDA) reaction in the ground state structure. The symmetrical adduct shows effects consistent with a synchronous rDA reaction. An asynchronous rDA reaction is suggested in the structure of 8, and the first evidence suggesting a two-step retro-Diels-Alder mechanism is provided by the deoxygenated adduct 9.
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