Construction of the taxane skeleton via the stereoselective conjugate addition of cyanide and the intramolecular B-alkyl Suzuki–Miyaura coupling reaction

書誌事項

公開日
2007-09
権利情報
  • https://www.elsevier.com/tdm/userlicense/1.0/
DOI
  • 10.1016/j.tetlet.2007.07.179
公開者
Elsevier BV

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説明

Abstract Construction of the taxane skeleton via the stereoselective conjugate addition of cyanide and the intramolecular B-alkyl Suzuki–Miyaura coupling reaction is described. A conjugate addition of cyanide to enone 17 proceeded diastereoselectively to provide the desired 18 incorporating the correct C3 stereogenic center in the taxol C-ring. The intramolecular B-alkyl Suzuki–Miyaura coupling reaction of 22, which was derived from 18, successfully furnished the taxol B-ring in 81% yield.

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