Synthesis p. 144 - 147 (1990)
Update date:2022-08-04
Topics:
Griesbeck, Axel G.
Acrolein and methacrolein can be converted into 1,5-dihydropentalene and its 2-methyl derivative, respectively, by a simple, three-step process. <4+2> Cycloaddition of the aldehydes with cyclopentadiene affords 5-formyl-2-norbornenes which readily undergo condensation with cyclopentadiene to give 5-(cyclopentadienylidenemethyl)-2-norbornenes.These protected 6-vinylpentafulvenes undergo retro-cleave to cyclopentadiene and the 1,5-dihydropentalenes on vacuum flash thermolysis.
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(1976)
