Journal of Fluorine Chemistry

Synthesis of 5-fluorovinyl derivatives of pyrimidines via Suzuki–Miyaura coupling and their 1, 3-dipolar cycloaddition reactions with nitrones

H Wójtowicz-Rajchel, H Koroniak

Index: Wojtowicz-Rajchel, Hanna; Koroniak, Henryk Journal of Fluorine Chemistry, 2012 , vol. 135, p. 225 - 230

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Citation Number: 15

Abstract

A simple two-step synthesis of a new class of fluorinated isoxazolidinyl derivatives of pyrimidine is described. The reactions proceed via the Suzuki–Miyaura coupling followed by highly regioselective 1, 3-dipolar cycloaddition with nitrones. Removal of the pyrimidine protecting groups leads to a fluorinated isoxazolidine analogue of pseudouridine.