The synthesis of β-keto lactones via cyclization of β-keto ester dianions or the cyclization of Meldrum's acid derivatives

L Lermer, EG Neeland, JP Ounsworth…

Index: Lermer, Leonard; Neeland, Edward G.; Ounsworth, James P.; Sims, Russell J.; Tischler, Samuel A.; Weiler, Larry Canadian Journal of Chemistry, 1992 , vol. 70, # 5 p. 1427 - 1445

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Citation Number: 30

Abstract

Two new methods to synthesize macrocyclic β-keto lactones have been developed. The first involves the synthesis of ω-halo-β-keto esters and an intramolecular alkylation of the dianions to these compounds. The reaction is complicated by elimination in the small and medium ring systems and by difficulties in purifying the final products. However, it is possible to obtain modest yields of the desired β-keto lactones. This procedure was used to ...