APPLICATION OF THE AZA-CLAISEN REARRANGEMENT TO THE TOTAL SYNTHESIS OF NATURAL-PRODUCTS - (-)-ISOIRIDOMYRMECIN

被引:28
作者
ITO, S
TSUNODA, T
机构
[1] Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashirocho, Tokushima
关键词
D O I
10.1351/pac199466102071
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Utilizing the aza-Claisen rearrangement recently developed by the authors, a straightforward synthesis of (-)-isoiridomyrmecin was achieved. A new reagent system, TMAD-Bu3P in benzene, was developed en route for the Mitsunobu type of the reactions. This system was found to be more effective to the nucleophiles of wider pK(a) range. The stable phosphoranes were also found to be effective in this type of reactions.
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页码:2071 / 2074
页数:4
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