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DOI: 10.1039/A705686I (Paper) Reference Section for: J. Chem. Res. (S), 1998, 24-25

The Reaction of 2′-Deoxynucleosides with N-(2-Chloro-1,1,2-trifluoroethyl)diethylamine: Mechanisms of O2,3′-Anhydro-2′-deoxynucleoside and By-product Formation

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Raj K. Sehgal and Joseph G. Turcotte

Abstract

Reaction mechanisms consistent with the formation of isopropylidene-like trans-furanose-3′,5′-[2-(R)(S)-aminochlorofluoromethyl-1,3-dioxanyl]-2′-deoxynucleoside intermediates 6, O2,3′-anhydro-2′-deoxynucleosides 7 and other minor reaction products and the yield-limiting effect of 6 on the cyclization of 7 are proposed.

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