✍ Scribed by S. N. CRANE; D. J. BURNELL
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The BF 3 •Et 2 O-Catalyzed Reaction of 1,2-Bis[(trimethylsilyl)oxy]cyclobutene and Analogues with Aromatic Ketones.
-Aromatic ketones (I) and (V) undergo geminal acylation with cyclobutene (II) and its methylated analogues (VIII). Subsequent rearrangement, especially during aqueous work-up, results in formation of cyclopentadienones (III), (VI), and (IX) and minor amounts of lactones (IV), (VII), and (X), respectively. When the reaction of acetophenone (Ia) and the dimethyl-derivative (VIIIb) is conducted at -20 • C the two diastereomeric primary cyclobutanone intermediates (XI) and (XII) can be isolated.
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