A Convenient Method for the Synthesis of N-Vinyl Derivatives of Nucleobases

Renato Dalpozzo; Antonio De Nino; Loredana Maiuolo; Antonio Procopio; Roberto Romeo; Giovanni Sindona

doi:10.1055/s-2002-19795

SHORTPAPER

A Convenient Method for the Synthesis of N-Vinyl Derivatives of Nucleobases

Renato Dalpozzo^a, Antonio De Nino^a, Loredana Maiuolo^a, Antonio Procopio*^a, Roberto Romeo^b, Giovanni Sindona^a
^a Dipartimento di Chimica, Università della Calabria, Arcavacata di Rende (CS), Italy
Fax: +39(98)4492055; e-Mail: procopio@unical.it;
^b Dipartimento Farmaco-Chimico, Università di Messina, Messina, Italy

Abstract

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Abstract

Trimethylsilyl trifluoromethanesulfonate (TMSOTf) reveals, one more time, its enormous flexibility as Lewis acid catalyst, transforming the well known, but drastic, exchange of the acetyl group of vinyl acetate with pyrimidine and purine derivatives in a very gentle and quick method to obtain a whole set of vinyl nucleobases.

Key words

trimethylsilyl trifluoromethanesulfonate - nucleobases - alkene complexes - Lewis acids - vinyl nucleobases

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References

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