Journal of the American Chemical Society p. 8957 - 8961 (1995)
Update date:2022-08-24
Topics:
Bian, Nanying
Jones Jr., Maitland
At high dilution and temperature adamantene undergoes a retro Diels - Alder cycloaddition to a triene, as well as retro-insertion reactions to give carbenes. 1,2-Diiodoadamantane and 3-diiodomethylnoradamantane react with methyllithium in the gas phase to give adamantene, which is efficiently reduced to adamantane under these conditions. Addition of adamantene to butadiene occurs in 4 + 2 and 2 + 2 fashion.
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