‘One-pot’ four-step synthesis of cerpegin
2005
Abstract Cerpegin ( 1 ) was synthesized through a ‘one-pot’ reaction in 71% overall yield. Lithiation of commercially available 2-methoxynicotinic acid ( 2 ) as its lithium salt using LTMP, followed by addition of acetone at low temperature and a specific acidic treatment of the intermediate 3 thus obtained, gave the 1,1-dimethyl-3,4-dioxo-1,3,4,5-tetrahydrofuro[3,4- c ]pyridine ( 4 ). The latter was finally selectively alkylated using methyl iodide and caesium carbonate to afford cerpegin ( 1 ).
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