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Rh(I)-catalyzed intramolecular [2 + 2 + 1] cycloaddition of allenenes: Construction of bicyclo[4.3.0]nonenones with an angular methyl group and tricyclo[6.4.0.0]dodecenone.

ABSTRACT: The [RhCl(CO)dppp](2)-catalyzed intramolecular carbonylative [2 + 2 + 1] cycloaddition of allenenes was developed to prepare bicyclo[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.

SUBMITTER: Inagaki F

PROVIDER: S-EPMC3079109 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature

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Rh(I)-catalyzed intramolecular [2 + 2 + 1] cycloaddition of allenenes: Construction of bicyclo[4.3.0]nonenones with an angular methyl group and tricyclo[6.4.0.0]dodecenone.

Inagaki Fuyuhiko F Itoh Naoya N Hayashi Yujiro Y Matsui Yumi Y Mukai Chisato C

Beilstein journal of organic chemistry 20110407

The [RhCl(CO)dppp](2)-catalyzed intramolecular carbonylative [2 + 2 + 1] cycloaddition of allenenes was developed to prepare bicyclo[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. ...[more]

PMID: 21512593

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