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An Expedient Formal Total Synthesis of (-)-Diazonamide A via a Powerful, Stereoselective O-Aryl to C-Aryl Migration to form the C10 Quaternary Center

During the course of studies on the synthesis of diazonamide A 1 an unusual O-aryl into C-aryl rearrangement was discovered that allows partial control of the absolute stereochemistry of the C-10 quaternary stereogenic center. Treatment of 30 with TBAF/THF gave the O-tyrosine ethers 31 and 32 (1:1),...

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Detalhes bibliográficos
Main Authors: Cheung, Chi-Ming, Goldberg, Frederick W., Magnus, Philip, Russell, Claire J., Turnbull, Rachel, Lynch, Vince
Formato: Artigo
Idioma:Inglês
Publicado em: 2007
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC2536501/
https://ncbi.nlm.nih.gov/pubmed/17880079
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/ja0744448
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