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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Doi:10.1246/cl.1998.143
(1998)Doi:10.1016/S0040-4039(02)00447-1
(2002)Doi:10.1021/ja01081a033
(1965)Doi:10.1039/c9ob01419e
(2019)Doi:10.1246/cl.1986.513
(1986)Doi:10.1016/0040-4020(76)88007-6
(1976)
