145121-55-7Relevant academic research and scientific papers
The Regioselective Opening of 5-O-Benzyl-1,2:3,4-O-isopropylidene-D-psicofuranose With Organostannanes
Dillon, Michael P.,Maag, Hans,Muszinsky, Dawn M.
, p. 5469 - 5470 (1995)
The trimethylsilyl triflate mediated regioselective opening of 5-O-benzyl-1,2:3,4-O-isopropylidene-D-psicofuranose with organostannanes is presented.Hydrolysis of the initially formed 1-O-trimethylsilyl ether yields the products of S- and C-glycosidation with predominantly β-stereochemistry in good yields.The unusual addition of acetonitrile to the intermediate oxonium ion when the reaction is performed in this medium is also outlined.
Synthesis and antiviral activity of novel spirocyclic nucleosides
Cobb, Alexander J. A.,Dell'Isola, Antonio,Abdulsattar, Ban O.,McLachlan, Matthew M. W.,Neuman, Benjamin W.,Müller, Christin,Shankland, Kenneth,Al-Mulla, Hawaa M. N.,Binks, Alexander W. D.,Elvidge, Warren
, p. 18363 - 18380 (2018/11/23)
The synthesis of a number of spirocyclic ribonucleosides containing either a triazolic or azetidinic system is described, along with two analogous phosphonate derivatives of the former. These systems were constructed from the same β-d-psicofuranose starti
Stereocontrolled Synthesis of Spirodihydrouracil Nucleoside
Sano, Hiromi,Mio, Shigeru,Kitagawa, Junko,Sugai, Soji
, p. 2233 - 2240 (2007/10/02)
Synthesis of the spiro-dihydrouracil derivative of (+)-hydantocidin (2) is described.The pivotal step is a Lewis acid-mediated C-glycosidation of the protected D-psicose 3 with trimethylsilyl cyanide, which proceeded in good yield and β-selectivity.Synthe
