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Stereoselective synthesis of spiroannulated cyclopentenones by the Pauson-Khand reaction on carbohydrate derived enynes
Authors:Srinivas Hotha  Sushil K Maurya  Mukund K Gurjar
Institution:Combi Chem—Bio Resource Center, Division of Organic Chemistry: Synthesis, National Chemical Laboratory, Pune 411 008, India
Abstract:The stereoselective synthesis of spiroannulated cyclopentenones by the Pauson-Khand reactions on hexose and pentose derived enynes was achieved under carbon monoxide free conditions using a stoichiometric quantity of Co2(CO)8. The cobalt complex of the alkyne was cleaved using dimethoxyethane-acetonitrile at 85 °C to furnish spiroannulated cyclopentenones in 75-94% yields.
Keywords:Pauson-Khand reaction  Cyclopentenone  Diversity oriented synthesis  Carbohydrates
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