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Treatment of internal alkynes with sodium methoxide in the presence of Pd(OAc) 2 and PPh 3 in methanol for 48 h gave the reduction products, alkenes or alkanes in good chemical yields. This reaction proceeds through a palladium methanolate complex, followed by β-hydride elimination and reductive elimination.
The reaction of 1-alkynylcyclobutanols with aryl iodides in the presence of Pd(OAc) 2 and Et 3 N in acetonitrile at 80 o C for 24 h gives 2-disubstituted methylenecyclopentan-1-ones in modest to good yields. The tandem insertion-ring expansion process proceeds via the formation of an alkynyl π-complex, followed by migration of a carbon-carbon bond of the tert-alkanol to form...
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