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Nucleosides and Nucleotides as Antitumor and Antiviral Agents pp 23–53Cite as

Lithiation Chemistry of Uridine Derivatives: Access to a New Anti-HIV-1 Lead

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Abstract

Direct lithiation of aromatic compounds started with the discovery of ortho-lithiation of anisole independently reported by two groups in 1939-1940.1,2 Numerous experimental results accumulated thereafter, together with the availability of different types of lithiating agents have led to a general understanding of the reaction mechanism.3 Since a number of functional groups have been recognized to have ortho-directing ability,4 and since lithiated species usually react with a wide range of electrophiles under mild conditions, lithiation strategy has become an efficient alternative to classical electrophilic aromatic substitution.

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Authors and Affiliations

  1. School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142, Japan

    Hiromichi Tanaka, Hiroyuki Hayakawa & Tadashi Miyasaka

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  1. Hiromichi Tanaka
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  1. The University of Georgia, Athens, Georgia

    Chung K. Chu

  2. The University of Tennessee, Knoxville, Tennessee, USA

    David C. Baker

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Tanaka, H., Hayakawa, H., Miyasaka, T. (1993). Lithiation Chemistry of Uridine Derivatives: Access to a New Anti-HIV-1 Lead. In: Chu, C.K., Baker, D.C. (eds) Nucleosides and Nucleotides as Antitumor and Antiviral Agents. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-2824-1_2

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