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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 1
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Original Articles

New Aspects on the Reactivity of Radicals Generated from 5′-Deoxy-5′-iodoadenosine Derivatives

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Pages 27-33 | Received 18 May 1995, Published online: 21 Aug 2006

References

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  • To a suspension of a solid mixture composed of zine powder (150 mg, 5.3 mmol) and Cul (150 mg, 0.96 mmol) in acrylonitrile/H2O (8/2, 0.5 ml) containing BHT (50 mg) was added stepwise in five portions an acrylonitrile solution of the adenosine derivative 6 (160 mg, 0.25 mmol). The reaction mixture was vigourously stirred under an argon atmosphere with a vibromixer until the disappearance of the starting material (4.5–5h). At that time the reaction mixture was diluted with ethyl acetate and filtered over Celite. The filtrate was washed with brine and evaporated to give a residue which was chromatographed over Silica gel to give compound 8 (amorphous solid) in 27% yield together with the known 5′,8-cyclo derivative 9 (21% yield).

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