Synthesis and Pd-catalyzed coupling of1-C-stannylated glycals
Synthesis and Pd-catalyzed coupling of1-C-stannylated glycals
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DOI：
10.1080/07328303.2018.1508590
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发表时间：
2018-01-01
影响因子：
1
通讯作者：
Ziegler, Thomas
中科院分区：
文献类型：
--
作者：
Bayer, Marius;Baechle, Felix;Ziegler, Thomas
1-三丁基锡烷基糖基化合物在Pd（0）介导的邻苯二甲腈糖基化合物的合成中被用作通用工具。同样地，通过使用Pd（II）-物种研究了提供C1-C1'连接的糖二聚体的1-三丁基甲锡烷基糖的选择性均偶联。对于两种Stille型偶联，都利用了噻吩-2-羧酸铜（I）（CuTC）的加速作用。通过建立糖基亚砜一锅两步法合成锡酰化糖基前体的方法，显著改进了锡酰化糖基前体的合成。
1-Tributylstannyl glycals were applied as versatile tools in the Pd(0)-mediated synthesis of glycal phthalonitrile conjugates. Likewise, selective homo-coupling of 1-tributylstannyl glycals furnishing C1-C1' linked glycal dimers was investigated by using Pd(II)-species. For both Stille type couplings the rate-accelerating effect of copper(I) thiophene-2-carboxylate (CuTC) was exploited. The synthesis of stannylated glycal precursors was significantly improved by establishing a one-pot two-step procedure via glycosyl sulfoxides.