Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5261355 | Tetrahedron Letters | 2014 | 4 Pages |
Abstract
Guanosine has been modified with tertiary cyanopropargylic alcohols under mild conditions (1:1.1-2 molar ratio, K2CO3, DMF, 20-25 °C, 19-50 h) to simultaneously give two modifications. The first product (1:1 adduct) is formed by the stereoselective addition of the amide function of the purine ring to the triple bond (38-43% yields), and the second product is the 1:2 adduct, with a second molecule of cyanopropargylic alcohol having reacted with the two vicinal hydroxy groups of the ribose moiety to give a functionalized 1,3-dioxolane ring (29-50% yields).
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Authors
Valentina V. Nosyreva, Anastasiya G. Mal'kina, Alexander I. Albanov, Boris A. Trofimov,