Tandem reactions of α-diazo ketones with macrocyclic olefins: diastereoselective synthesis of oxanorbornane fused macrocyclic lactones |
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Authors: | Sengodagounder Muthusamy Boopathy Gnanaprakasam |
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Institution: | School of Chemistry, Bharathidasan University, Tiruchirappalli, Tamilnadu 620024, India |
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Abstract: | Tandem cyclization-cycloaddition reactions of α-diazo ketones with macrocyclic olefins in the presence of rhodium(II) acetate catalyst led to the oxanorbornane fused macrocyclic di- or tetralactone ring systems in moderate yield. This forms the first example of 1,3-dipolar cycloaddition reactions with a macrocyclic olefin as a dipolarophile, affording a variety of new oxanorbornane fused macrocycles with diastereoselectivity. |
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Keywords: | Carbonyl ylide Cycloaddition Diazo ketones Macrocycles Rhodium(II) acetate |
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