Selective grignard-type carbonyl addition of alkenyl halides mediated by chromium(II) chloride

Kazuhiko Takai, Keizo Kimura, Tooru Kuroda, Tamejiro Hiyama, Hitosi Nozaki

Research output: Contribution to journal › Article

291 Citations (Scopus)

Abstract

Alkenyl (or aryl) iodide (or bromide) is readily reduced with CrCl2 is N,N-dimethylformamide at 25°C to gice the corresponding organochromium species which adds selectively to an aldehyde moiety without affecting the coexisting ketone or cyano group of the substrate.

Original languageEnglish
Pages (from-to)5281-5284
Number of pages4
JournalTetrahedron Letters
Volume24
Issue number47
DOIs
Publication statusPublished - 1983
Externally publishedYes

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Dimethylformamide
Iodides
Chromium
Ketones
Bromides
Aldehydes
Chlorides
Substrates
chromous chloride

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Selective grignard-type carbonyl addition of alkenyl halides mediated by chromium(II) chloride. / Takai, Kazuhiko; Kimura, Keizo; Kuroda, Tooru; Hiyama, Tamejiro; Nozaki, Hitosi.

In: Tetrahedron Letters, Vol. 24, No. 47, 1983, p. 5281-5284.

Research output: Contribution to journal › Article

Takai, K, Kimura, K, Kuroda, T, Hiyama, T & Nozaki, H 1983, 'Selective grignard-type carbonyl addition of alkenyl halides mediated by chromium(II) chloride', Tetrahedron Letters, vol. 24, no. 47, pp. 5281-5284. https://doi.org/10.1016/S0040-4039(00)88417-8
Takai K, Kimura K, Kuroda T, Hiyama T, Nozaki H. Selective grignard-type carbonyl addition of alkenyl halides mediated by chromium(II) chloride. Tetrahedron Letters. 1983;24(47):5281-5284. https://doi.org/10.1016/S0040-4039(00)88417-8
Takai, Kazuhiko ; Kimura, Keizo ; Kuroda, Tooru ; Hiyama, Tamejiro ; Nozaki, Hitosi. / Selective grignard-type carbonyl addition of alkenyl halides mediated by chromium(II) chloride. In: Tetrahedron Letters. 1983 ; Vol. 24, No. 47. pp. 5281-5284.
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