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

被引:19
作者
Wojtowicz-Rajchel, Hanna [1 ]
Koroniak, Henryk [1 ]
机构
[1] Adam Mickiewicz Univ, Dept Chem, PL-60780 Poznan, Poland
关键词
Fluorinated nucleobases; Isoxazolidines; Cross-coupling; Cycloaddition; Pseudouridine; ISOXAZOLIDINE ANALOGS; SOLVENT-FREE;
D O I
10.1016/j.jfluchem.2011.11.005
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:225 / 230
页数:6
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