A novel reagent for the synthesis of geminal di-sulfones

Michael J. Hadd, Mark A. Smith, Jacquelyn Gervay-Hague

Research output: Contribution to journal › Article

11 Citations (Scopus)

Abstract

A novel reagent (diisopropoxyphosphorylmethanesulfonylmethanesulfonylmethyl)-phosphonic acid diisopropyl ester (8) capable of forming symmetrical and non-symmetrical α,β unsaturated gem-disulfones is reported. Both aromatic and aliphatic aldehydes react in good yields to give exclusively the trans isomer. Selectivity for the mono-olefin can be achieved by varying the stoichiometry of reagents.

Original languageEnglish (US)
Pages (from-to)5137-5140
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number31
DOIs
StatePublished - Jul 30 2001
Externally publishedYes

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Sulfones
Gems
Organophosphonates
Alkenes
Aldehydes
Stoichiometry
Isomers
Esters
phosphonic acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A novel reagent for the synthesis of geminal di-sulfones. / Hadd, Michael J.; Smith, Mark A.; Gervay-Hague, Jacquelyn.

In: Tetrahedron Letters, Vol. 42, No. 31, 30.07.2001, p. 5137-5140.

Research output: Contribution to journal › Article

Hadd, MJ, Smith, MA & Gervay-Hague, J 2001, 'A novel reagent for the synthesis of geminal di-sulfones', Tetrahedron Letters, vol. 42, no. 31, pp. 5137-5140. https://doi.org/10.1016/S0040-4039(01)01004-8
Hadd MJ, Smith MA, Gervay-Hague J. A novel reagent for the synthesis of geminal di-sulfones. Tetrahedron Letters. 2001 Jul 30;42(31):5137-5140. https://doi.org/10.1016/S0040-4039(01)01004-8
Hadd, Michael J. ; Smith, Mark A. ; Gervay-Hague, Jacquelyn. / A novel reagent for the synthesis of geminal di-sulfones. In: Tetrahedron Letters. 2001 ; Vol. 42, No. 31. pp. 5137-5140.
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