Preparation of 2-(trimethylsilyl)methyl-2-propen-1-ol derivatives by cobalt catalyzed sp2-sp3 coupling

M. Tariq Riaz, Ivanna Pohorilets, Jackson J. Hernandez, Jeovanna Rios, Nancy Totah

Research output: Contribution to journalArticle

Abstract

A practical, operationally simple preparation of 2-(trimethylsilyl)methyl-2-propen-1-ol derivatives is described. The cobalt catalyzed coupling of a protected vinyl halide with trimethylsilylmethylmagnesium chloride shows excellent functional group tolerance and provides these synthetically useful allyl silanes in good overall yield. By this method, the use of highly concentrated organolithium reagents, complex reaction protocols, and expensive starting materials is avoided.

Original languageEnglish (US)
Pages (from-to)2809-2812
Number of pages4
JournalTetrahedron Letters
Volume59
Issue number29
DOIs
StatePublished - Jul 18 2018

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Silanes
Cobalt
Functional groups
Chlorides
Derivatives
allyl alcohol
2-methyl-2-propen-1-ol

Keywords

  • Allylsilane
  • Co catalyst
  • Sp2-sp3 coupling
  • Trimethylenemethane precursors

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Preparation of 2-(trimethylsilyl)methyl-2-propen-1-ol derivatives by cobalt catalyzed sp2-sp3 coupling. / Riaz, M. Tariq; Pohorilets, Ivanna; Hernandez, Jackson J.; Rios, Jeovanna; Totah, Nancy.

In: Tetrahedron Letters, Vol. 59, No. 29, 18.07.2018, p. 2809-2812.

Research output: Contribution to journalArticle

Riaz, M. Tariq ; Pohorilets, Ivanna ; Hernandez, Jackson J. ; Rios, Jeovanna ; Totah, Nancy. / Preparation of 2-(trimethylsilyl)methyl-2-propen-1-ol derivatives by cobalt catalyzed sp2-sp3 coupling. In: Tetrahedron Letters. 2018 ; Vol. 59, No. 29. pp. 2809-2812.
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AU - Totah, Nancy

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