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(1,5)]dodecenone

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 als...

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Autores principales: Inagaki, Fuyuhiko, Itoh, Naoya, Hayashi, Yujiro, Matsui, Yumi, Mukai, Chisato
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3079109/
https://www.ncbi.nlm.nih.gov/pubmed/21512593
http://dx.doi.org/10.3762/bjoc.7.52
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author Inagaki, Fuyuhiko
Itoh, Naoya
Hayashi, Yujiro
Matsui, Yumi
Mukai, Chisato
author_facet Inagaki, Fuyuhiko
Itoh, Naoya
Hayashi, Yujiro
Matsui, Yumi
Mukai, Chisato
author_sort Inagaki, Fuyuhiko
collection PubMed
description 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.
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spelling pubmed-30791092011-04-21 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(1,5)]dodecenone Inagaki, Fuyuhiko Itoh, Naoya Hayashi, Yujiro Matsui, Yumi Mukai, Chisato Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2011-04-07 /pmc/articles/PMC3079109/ /pubmed/21512593 http://dx.doi.org/10.3762/bjoc.7.52 Text en Copyright © 2011, Inagaki et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Inagaki, Fuyuhiko
Itoh, Naoya
Hayashi, Yujiro
Matsui, Yumi
Mukai, Chisato
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(1,5)]dodecenone
title 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(1,5)]dodecenone
title_full 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(1,5)]dodecenone
title_fullStr 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(1,5)]dodecenone
title_full_unstemmed 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(1,5)]dodecenone
title_short 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(1,5)]dodecenone
title_sort 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(1,5)]dodecenone
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3079109/
https://www.ncbi.nlm.nih.gov/pubmed/21512593
http://dx.doi.org/10.3762/bjoc.7.52
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