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. 2015 Jul 22;56(30):4480-4482.
doi: 10.1016/j.tetlet.2015.05.100.

Preparation of 1-Tosyloxy-4-Substituted-2-butenes Using Ag(I) Salts

Jeffrey S Stehouwer  1 , Mark M Goodman  1
Affiliations

Preparation of 1-Tosyloxy-4-Substituted-2-butenes Using Ag(I) Salts

Jeffrey S Stehouwer et al. Tetrahedron Lett. .

Abstract

The trans-fluoro-2-butenyl group has been previously utilized as an N-substituent on several nortropanes for imaging the dopamine transporter with positron emission tomography. We report here a simplified and shorter synthesis of trans-1-tosyloxy-4-substituted-2-butenes using Ag(I) salts. This methodology was also applied to the synthesis of the cis-isomers. Furthermore, these procedures allow for the recovery of the majority of the Ag(I) ions.

Keywords: Fluorine-18; Fluorobutenyl-tosylate; N-fluorobutenyl-nortropane; Positron emission tomography.

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Figures

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References

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