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• W2132476790 abstract "A concise synthesis of the natural polyenyne R-(-)-cicutoxin (1) is described. After several trials, the successful synthesis commenced with three key fragments, R-(-)-1-hexyn-3-ol (8), 1,4-diiodo-1,3-butadiene (9), and the THP protected 4,6-heptadiyn-1-ol (6). Sonogashira coupling of compound 9 with acetylenes 6 and 8 gave the 17-carbon frame, which upon regio-selective reduction of a triple bond with red Al and removal of the THP protecting group afforded the natural product in four linear steps. The triply convergent synthesis gave R-(-)-cicutoxin in 18% overall yield." @default.
• W2132476790 created "2016-06-24" @default.
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• W2132476790 date "2009-02-23" @default.
• W2132476790 modified "2023-09-29" @default.
• W2132476790 title "A Concise Synthesis of<i>R</i>-(-)-Cicutoxin, a Natural 17-Carbon Polyenyne" @default.
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• W2132476790 doi "https://doi.org/10.1002/ejoc.200801172" @default.
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