Synthesis of amino-diamondoid pharmacophores via photocatalytic C-H aminoalkylation.
Synthesis of amino-diamondoid pharmacophores via photocatalytic C-H aminoalkylation.
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DOI：
10.1039/d0cc02804e
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发表时间：
2020-07
影响因子：
4.9
通讯作者：
William K Weigel;Hoang T. Dang;Hai-Bin Yang;David B. C. Martin
中科院分区：
文献类型：
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作者：
William K Weigel;Hoang T. Dang;Hai-Bin Yang;David B. C. Martin
我们报道了一个直接的C-H氨基烷基化反应，使用两个光活化的H-原子转移催化剂系统，使保护胺能够引入到具有C-C键形成的天然金刚烷支架中。金刚烷和亚胺反应伙伴的范围很广，去保护提供了多才多艺的胺和氨基酸。利用手性亚胺，对映体选择性地合成了萨格列汀核心和金刚乙胺衍生物。
We report a direct C-H aminoalkylation reaction using two light-activated H-atom transfer catalyst systems that enable the introduction of protected amines to native adamantane scaffolds with C-C bond formation. The scope of adamantane and imine reaction partners is broad and deprotection provides versatile amine and amino acid building blocks. Using readily available chiral imines, the enantioselective synthesis of the saxagliptin core and rimantadine derivatives is also described.