| Literature DB >> 26883782 |
Lydia Klier1, Eider Aranzamendi1, Dorothée Ziegler1, Johannes Nickel1, Konstantin Karaghiosoff1, Thomas Carell1, Paul Knochel1.
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 functionalize cytidine derivatives at the position C(6).Entities:
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Year: 2016 PMID: 26883782 DOI: 10.1021/acs.orglett.6b00190
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005