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Ylids

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Part of the book series: Reactivity and Structure: Concepts in Organic Chemistry ((REACTIVITY,volume 4))

Abstract

Over twenty years ago, Wittig found that alkyl substituted phosphonium salts could be deprotonated by strong bases to yield phosphonium ylids which in turn could react with aldehydes and ketones to yield olefins and the corresponding phosphine oxide [1]. The sequence is formulated in equations 1.1–1.3 for the reaction of methyltriphenylphosphonium halide with cyclohexanone in the presence of base to give methylenecyclohexane.

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References

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© 1977 Springer-Verlag Berlin Heidelberg

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Weber, W.P., Gokel, G.W. (1977). Ylids. In: Phase Transfer Catalysis in Organic Synthesis. Reactivity and Structure: Concepts in Organic Chemistry, vol 4. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-46357-0_14

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  • DOI: https://doi.org/10.1007/978-3-642-46357-0_14

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-46359-4

  • Online ISBN: 978-3-642-46357-0

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