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Total synthesis of berkelic acid

TN Snaddon, P Buchgraber, S Schulthoff…

文献索引:Snaddon, Thomas N.; Buchgraber, Philipp; Schulthoff, Saskia; Wirtz, Conny; Mynott, Richard; Fuerstner, Alois Chemistry - A European Journal, 2010 , vol. 16, # 40 p. 12133 - 12140

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被引用次数: 38

摘要

Abstract A productive total synthesis of both enantiomers of berkelic acid (1) is outlined that takes the structure revision of this bioactive fungal metabolite previously proposed by our group into account. The successful route relies on a fully optimized triple-deprotection/1, 4- addition/spiroacetalization cascade reaction sequence, which delivers the tetracyclic core 32 of the target as a single isomer in excellent yield. The required cyclization precursor 31 ...