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Initially, a mixture of 1a, 2a, 3a, and the catalyst in water was sonicated for 1-2 minutes to form an emulsion; furthermore, vigorously stirring the emulsion resulted in decreased yield of 6.
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Triphenylboroxine and phenylboronate pinacol ester were inferior to phenylboronic acid and afforded 6aaa in only moderate yields; in these cases, formation of a stable emulsion was not observed.
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47
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33749245787
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note
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Involvement of a rhodacyclopentene intermediate before the formation of D is also conceivable; however, the formation of such rhodacycles usually occurs in an intramolecular fashion.
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