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Rhodium-Catalyzed Pauson–Khand-Type Reaction Using Alcohol as a Source of Carbon Monoxide

Authors

  • Ji Hoon Park,

    1. Intelligent Textile System Research Center and Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747 (Korea), Fax: (+82) 2-889-0310
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  • Yoonhee Cho,

    1. Intelligent Textile System Research Center and Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747 (Korea), Fax: (+82) 2-889-0310
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  • Young Keun Chung Prof. Dr.

    1. Intelligent Textile System Research Center and Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747 (Korea), Fax: (+82) 2-889-0310
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  • This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Sience and Technology (2009-0093864 and R11-2005-065). Y.H.C. thanks the Brain Korea 21 fellowships.

Abstract

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Three in one pot! Bicyclic cyclopentenones have been synthesized from enynes in alcohol in the presence of a rhodium catalyst through a newly developed auto-tandem catalytic reaction. This process combines three mechanistically distinctive reactions—an oxidation of alcohols, a decarbonylation of aldehydes, and a carbonylative [2+2+1] cycloaddition (see scheme; dppp=propane-l,3-diylbis(diphenylphosphane)).

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