Rh(I)-catalyzed intramolecular [2 + 2 + 1] cycloaddition of allenenes: Construction of bicyclo[4.3.0]nonenones with an angular methyl group and tricyclo[6.4.0.01,5]dodecenone

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Abstract

The [RhCl(CO)dppp]2-catalyzed intramolecular carbonylative [2 + 2 + 1] cycloaddition of allenenes was developed to prepare bi-cyclo[4.3.0] nonenones possessing a methyl group at the ring junction, which is difficult to achieve by the Pauson-Khand reaction of the corresponding enynes. This method also provided a new procedure for the construction of the tricyclo[6.4.0.0 1,5]dodecenone framework in a satisfactory yield.

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Inagaki, F., Itoh, N., Hayashi, Y., Matsui, Y., & Mukai, C. (2011). Rh(I)-catalyzed intramolecular [2 + 2 + 1] cycloaddition of allenenes: Construction of bicyclo[4.3.0]nonenones with an angular methyl group and tricyclo[6.4.0.01,5]dodecenone. Beilstein Journal of Organic Chemistry, 7, 404–409. https://doi.org/10.3762/bjoc.7.52

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