A highly tunable stereoselective olefination of semistabilized triphenylphosphonium ylides with N-sulfonyl imines

DJ Dong, HH Li, SK Tian

文献索引：Dong, De-Jun; Li, Hai-Hua; Tian, Shi-Kai Journal of the American Chemical Society, 2010 , vol. 132, # 14 p. 5018 - 5020

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被引用次数: 81

摘要

The Wittig reaction involving direct olefination of triphenylphosphonium ylides (Ph3P CHR) with aldehydes is arguably the most often used method for alkene synthesis, but in general it yields mixtures of Z-and E-alkenes for semistabilized triphenylphosphonium ylides (R= aryl or vinyl). We have developed a simple and efficient protocol to improve the stereoselectivity significantly by replacing the aldehydes used in the Wittig reaction with N-sulfonyl imines, ...