Organic letters

Total synthesis of caerulomycin C via the halogen dance reaction

T Sammakia, EL Stangeland, MC Whitcomb

文献索引：Sammakia, Tarek; Stangeland, Eric L; Whitcomb, Mark C Organic letters, 2002 , vol. 4, # 14 p. 2385 - 2388

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被引用次数: 41

摘要

The total synthesis of caerulomycin C is described. Key steps in this synthesis utilize 1,2-, 1,3-, and 1,4-halogen dance reactions for the functionalization of the pyridine ring. ... In an initiation step, compound 2 undergoes halogenation with a halogen source (eg, another molecule of 1) to provide the dihalo species 3 and the 3-lithio species 4. The reaction is then propagated by a halogen−metal exchange between compounds 3 and 2, which provides 5 and ...