The Journal of organic chemistry

Total synthesis of dimethyl sulfomycinamate

TR Kelly, F Lang

Index: Kelly, T. Ross; Lang, Fengrui Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4623 - 4633

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Citation Number: 120

Abstract

Dimethyl sulfomycinamate (1), a methanolysis product from the natural antibiotic sulfomycin I, is synthesized in 11 steps (Scheme 19). The chemistry of various pyridine, thiazole, and oxazole heterocycles and their coupling reactions under palladium catalysis are examined. The key transformations in the synthesis are the selective palladium-catalyzed coupling reactions on doubly activated pyridine 62 and the condensation reaction between bromo ...