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Organolithium-Mediated Conversion of b-Alkoxy Aziridines into Allylic Sulfonamides: Effect of the N-Sulfonyl Group and a Formal Synthesis of (?-Perhydrohistrionicotoxin.

  作者 Coote, Susannah C.;Moore, Stephen P.;O'Brien, Peter;Whitwood, Adrian C.;Gilday, John;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-19;  页码  7852-7855  
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[摘要]In 18 out of 20 examples of the organolithium-mediated conversion of b-alkoxy aziridines into substituted allylic sulfonamides, use of a Bus (Bus = t-BuSO2) substituent on the nitrogen gave higher yields compared to the analogous N-Ts compds. The success with the N-Bus aziridines facilitated the development of a new route to the spirocyclic core I of the histrionicotoxins and completion of a formal synthesis of (?-perhydrohistrionicotoxin.

 
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