A Practical Strategy for the Structural Diversification of Aliphatic Scaffolds through the Palladium-Catalyzed Picolinamide-Directed Remote Functionalization of Unactivated C(sp3)-H Bonds
A Practical Strategy for the Structural Diversification of Aliphatic Scaffolds through the Palladium-Catalyzed Picolinamide-Directed Remote Functionalization of Unactivated C(sp3)-H Bonds
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DOI：
10.1002/anie.201100984
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发表时间：
2011-01-01
影响因子：
16.6
通讯作者：
Chen, Gong
中科院分区：
文献类型：
--
作者：
He, Gang;Chen, Gong
向导演致敬：高水平的区域和立体选择性，观察到广泛的胺底物与芳基和碘乙烯偶联伙伴在标题反应。该策略的合成效用通过从1的苏氨酸与可去除的吡啶酰胺辅助剂PAr的现成制备以及其与2在（+）-奥博洛林的简洁形式合成中的偶联而突出。TBS=叔丁基二甲基甲硅烷基。
Hats off to the director: High levels of regio-and stereoselectivity were observed for a broad range of amine substrates with aryl and vinyl iodide coupling partners in the title reaction. The synthetic utility of this strategy was highlighted by the ready preparation from threonine of 1, with a removable picolinamide auxiliary PAr, and its coupling with 2 in a concise formal synthesis of (+)-obafluorin. TBS= tert-butyldimethylsilyl.