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Short Communication

Observation of intermediates in Wittig reactions of non-stabilized phosphonium ylides bearing a phosphaheteratriptycene skeleton containing Group 15 elements with benzaldehyde

ORCID Icon, , &
Pages 281-284 | Received 19 Jul 2018, Accepted 26 Aug 2018, Published online: 09 Jan 2019

References

  • Maryanoff, B. E.; Reitz, A. B. The Wittig Olefination Reaction and Modifications Involving Phosphoryl-Stabilized Carbanions. Stereochemistry, Mechanism, and Selected Synthetic Aspects. Chem. Rev. 1989, 89, 863–927.
  • Maryanoff, B. E.; Reitz, A. B.; Mutter, M. S.; Inners, R. R.; Almond, H. R.; Jr., Whittle, R. R.; Olofson, R. A. Stereochemistry and Mechanism of the Wittig Reaction. Diasteromeric Reaction Intermediates and Analysis of the Reaction Course. J. Am. Chem. Soc. 1986, 108, 7664–7678.
  • Uchiyama, Y.; Ohtsuki, T.; Murakami, R.; Shibata, M.; Sugimoto, J. (E)-Selective Wittig Reactions between a Nonstabilized Phosphonium Ylide Bearing a Phosphastibatriptycene Skeleton and Benzaldehydes. Eur. J. Org. Chem. 2017, 2017, 159–174.
  • Uchiyama, Y.; Ohtsuki, T.; Murakami, R.; Shibata, M.; Sugimoto, J. E-Selective Wittig Reactions Using a Nonstabilized Phosphonium Ylide Bearing a Phosphastibatriptycene Skeleton with Benzaldehydes under Salt-Free Conditions. Phosphorus Sulfur Silicon Relat. Elem. 2016, 191, 1523–1526.
  • Uchiyama, Y.; Ohtsuki, T.; Murakami, R.; Sugimoto, J. Wittig Reactions of Phosphonium Ylides Bearing the Phosphastibatriptycene Skeleton with Carbonyl Compounds. Phosphorus Sulfur Silicon Relat. Elem. 2015, 190, 633–637.
  • Schlosser, M.; Christmann, K. F. Trans-Selective Olefin Syntheses. Angew. Chem. Int. Ed. Engl. 1966, 5, 126.
  • Emsley, J. The Elements, 3 ed.; Oxford University Press: New York, 1998. pp 22–23, 26–27, 36–37, 152–153.

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