Lewis Acid Triggered Regioselective Magnesiation and Zincation of Uracils, Uridines, and Cytidines

…, J Nickel, K Karaghiosoff, T Carell, P Knochel

Index: Klier, Lydia; Bresser, Tomke; Nigst, Tobias A.; Karaghiosoff, Konstantin; Knochel, Paul Journal of the American Chemical Society, 2012 , vol. 134, # 33 p. 13584 - 13587

Full Text: HTML

Citation Number: 0

Abstract

The Lewis acid MgCl2 allows control of the metalation regioselectivity of uracils and uridines. In the absence of the Lewis acid, metalation of uracil and uridine derivatives with TMPMgCl· LiCl occurs at the position C (5). In the presence of MgCl2, zincation using TMP2Zn· 2LiCl· 2MgCl2 occurs at the position C (6). This metalation method provides easy access to functionalized uracils and uridines. Using TMP2Zn· 2LiCl· 2MgCl2 also allows to ...

Related Articles:

Oxazoline Chemistry. Part 11: Syntheses of natural and synthetic isoflavones, stilbenes and related species via C–C bond formation promoted by a Pd–oxazoline …

[Eisnor, Charles R.; Gossage, Robert A.; Yadav, Paras N. Tetrahedron, 2006 , vol. 62, # 14 p. 3395 - 3401]

Structural studies on bioactive compounds. 40. 1 synthesis and biological properties of fluoro-, methoxyl-, and amino-substituted 3-phenyl-4 H-1-benzopyran-4-ones …

[Journal of Medicinal Chemistry, , vol. 49, # 13 p. 3973 - 3981]

More Articles...