In a recent effort to devise a new synthetic pathway for

Chapter 22, Problem 22.117

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In a recent effort to devise a new synthetic pathway for the preparation of useful building blocks for the synthesis of natural products, compound 2 was prepared by treating compound 1 with diethylmalonate in the presence of potassium carbonate (Tetrahedron Lett. 2010, 51, 69186920). Propose a plausible mechanism for this reaction. N H OO EtS SEt H3C Cl EtO OEt O O O O O K K HN O O SEt H3C Cl EtO2C EtO2C 1 2 ! !

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