Synthesis of Chiral Carbocations Linked to a Ferrocene Unit

Taudien, Stephan;Riant, Olivier;Kagan, Henri B.
(1995) Tetrahedron Letters — Vol. 36, n° 20, p. 3513-3516 (1995)

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Authors
  • Taudien, Stephan
    Author
  • Riant, OlivierUCLouvain
    Author
  • Kagan, Henri B.
    Author
Abstract
Orthosubstituted ferrocene carboxaldehydes (100% ee) were transformed into carbinols by addition of a Grignard reagent. Treatment by strong acids (HPF6, CF3SO3H, etc) gave isolated chiral carbocations which are good Lewis acid catalysts for various reactions such as Diels-Alder reaction. Chiral carbocations linked to a planary chiral ferrocene unit were prepared starting from enantiopure α-substituted ferrocene aldehydes.
Affiliations
  • Université Paris-Sud (France)Chimie organique

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Taudien, S., Riant, O., & Kagan, H. B. (1995). Synthesis of Chiral Carbocations Linked to a Ferrocene Unit. Tetrahedron Letters, 36(20), 3513-3516. https://doi.org/10.1016/0040-4039(95)00531-G (Original work published 1995)