Tetrahedron Letters p. 6283 - 6286 (1988)
Update date:2022-09-26
Topics:
Fujiwara, Tooru
Ohsaka, Tohru
Inoue, Tomoya
Takeda, Takeshi
The Diels-Alder reaction of 1-cyclobutenyl ketones with various 1,3-dienes in the presence of Lewis acid as a catalyst gave cycloadducts in good yields. 4-Acetylcyclooctadienones and 1-acetyl-1,3,5-cyclooctatrienes are obtained via the bicyclo<4.2.0>octa-2,4-dienes by the transformation to the trimethylsilyl enol ether or the allylic bromination with N-bromosuccinimide followed by dehydrobromination of the cycloadducts.
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