The Ti-BINOLate-catalyzed, enantioselective ring-opening of meso-aziridines with amines.
The Ti-BINOLate-catalyzed, enantioselective ring-opening of meso-aziridines with amines.
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DOI：
10.1039/c3ob40222c
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发表时间：
2013-04
影响因子：
3.2
通讯作者：
S. Peruncheralathan;Sandra Aurich;H. Teller;C. Schneider
中科院分区：
文献类型：
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作者：
S. Peruncheralathan;Sandra Aurich;H. Teller;C. Schneider
联苯二甲酸钛催化的高对映体选择性的中氮杂环丙烷开环反应以良好的产率和良好的对映体选择性合成了反式-1，2-二胺。连接到5元或6元碳环上的N-芳基氮杂环是该方法的最佳底物之一，可提供高达99%ee的产品。该手性催化剂很容易从商业上可获得的组分中原位制备，并且不需要任何费力的配体合成。对催化剂组成的结构研究揭示了活性钛络合物的低聚结构。
The titanium-BINOLate-catalyzed, highly enantioselective ring-opening reaction of meso-aziridines has been developed which furnishes trans-1,2-diamines in typically good yields and excellent enantioselectivities. N-Aryl aziridines attached to a 5- or 6-membered carbocyclic ring are among the best substrates for this process providing the products in up to >99% ee. The chiral catalyst is easily prepared in situ from commercially available components and does not require any laborious ligand synthesis. Structural investigations into the catalyst composition reveal an oligomeric structure of the active Ti-complex.