Diastereoselective synthesis of cularine alkaloids via enium ions and an easy entry to isoquinolines by aza-Wittig electrocyclic ring closure

JAR Rodrigues, RA Abramovitch…

文献索引：Rodrigues, J. Augusto R.; Abramovitch, Rudolph A.; De Sousa, Joana D. F.; Leiva, Genaro C. Journal of Organic Chemistry, 2004 , vol. 69, # 9 p. 2920 - 2928

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被引用次数: 35

摘要

In preliminary communications, we reported the diastereoselective synthesis of cularine and sarcocapnine via the intramolecular ring closure of nitrenium and oxenium ions, a new highly diastereoselective reductive methylation with (+)-8-phenylmenthyl chloroacetate followed by reduction with sodium borohydride, and a facile entry to the isoquinoline precursors by aza-Wittig electrocyclic ring closure. We now report the full details of the ...