کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1314733 | 1499365 | 2012 | 6 صفحه PDF | دانلود رایگان |
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.
A simple synthesis of a new class of fluorinated isoxazolidinyl derivatives of pyrimidine is described.Figure optionsDownload as PowerPoint slideHighlights
► 5-Fluorovinylpyrimidines can be obtained at moderate yield by Suzuki–Miyaura cross-coupling.
► Synthesis of a new class of fluorinated isoxazolidinyl derivatives of pyrimidine via 1,3-dipolar cycloaddition is described.
► The mild acidic hydrolysis of isoxazolidinyl derivatives of 2,4-bis(alkoxy)-pyrimidine leads to fluorinated analogue of pseudouridine.
Journal: Journal of Fluorine Chemistry - Volume 135, March 2012, Pages 225–230