A novel reagent for the synthesis of geminal di-sulfones

Michael J. Hadd; Martin Smith; Jacquelyn Gervay-Hague

doi:10.1016/S0040-4039(01)01004-8

A novel reagent for the synthesis of geminal di-sulfones

Michael J. Hadd, Martin Smith, Jacquelyn Gervay-Hague

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

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 language	English (US)
Pages (from-to)	5137-5140
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	31
DOIs	https://doi.org/10.1016/S0040-4039(01)01004-8
State	Published - Jul 30 2001
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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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.",

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T1 - A novel reagent for the synthesis of geminal di-sulfones

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AU - Smith, Martin

AU - Gervay-Hague, Jacquelyn

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N2 - 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.

AB - 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.

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U2 - 10.1016/S0040-4039(01)01004-8

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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