Aqueous catalytic Pauson-Khand-type reactions of enynes with formaldehyde: Transfer carbonylation involving an aqueous decarbonylation and a micellar carbonylation
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Fuji, K
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NAIST, Grad Sch Mat Sci, Nara 6300192, JapanNAIST, Grad Sch Mat Sci, Nara 6300192, Japan
Fuji, K
[1
]
Morimoto, T
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NAIST, Grad Sch Mat Sci, Nara 6300192, JapanNAIST, Grad Sch Mat Sci, Nara 6300192, Japan
Morimoto, T
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]
Tsutsumi, K
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NAIST, Grad Sch Mat Sci, Nara 6300192, JapanNAIST, Grad Sch Mat Sci, Nara 6300192, Japan
Tsutsumi, K
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]
Kakiuchi, K
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NAIST, Grad Sch Mat Sci, Nara 6300192, JapanNAIST, Grad Sch Mat Sci, Nara 6300192, Japan
One rhodium(I) complex catalyzes two processes in an overall Pauson-Khand-type reaction of enynes such as 1 with formaldehyde in an aqueous medium to give bicyclic cyclopentenones such as 2 in excellent yields. The use of a water-soluble phosphane ligand in conjunction with a hydrophobic phosphane ligand in the presence of a surfactant promotes the decarbonylation of formaldehyde in the aqueous phase and the carbonylation of enynes in the micellar phase.