An Efficient and Highly Diastereoselective Synthesis of GSK1265744, a Potent HIV Integrase Inhibitor

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• 作者：Huan Wang ; Matthew D. Kowalski ; Ami S. Lakdawala ; Frederick G. Vogt ; Lianming Wu
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：February 6, 2015
• 年：2015
• 卷：17
• 期：3
• 页码：564-567
• 全文大小：284K
• ISSN：1523-7052

文摘

A novel synthesis of GSK1265744, a potent HIV integrase inhibitor, is described. The synthesis is highlighted by an efficient construction of the densely functionalized pyridinone core as well as a highly diastereoselective formation of the acyl oxazolidine moiety. The latter exploits the target molecule鈥檚 ability to chelate to Mg<sup>2+sup>, a key feature in the integrase inhibitor鈥檚 mechanism of action.