Journal of Organic Chemistry p. 4333 - 4337 (1990)
Update date:2022-09-26
Topics:
Chenier, Philip J.
Southard, Dale A.
The title compound 8 has been synthesized in situ from dibromide 18 via debromination with tert.-butyllithium in THF at -78 deg C.In the presence of diphenylisobenzofuran (27), the Diels-Alder adduct 29 is formed.Cyclopropene 8 was also trapped with diene 28 to give a second adduct 30.The synthetic methodology for precursor dibromide 18 appears to have general application for other similar highly strained tricyclic cyclopropenes.
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