Enantioselective Catalyst Systems from Copper(II) Triflate and BINOL-Silanediol
Enantioselective Catalyst Systems from Copper(II) Triflate and BINOL-Silanediol
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DOI：
10.1002/chem.201801304
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发表时间：
2018-05-17
影响因子：
4.3
通讯作者：
Mattson, Anita E.
中科院分区：
文献类型：
--
作者：
Guan, Yong;Attard, Jonathan W.;Mattson, Anita E.
首次将硅二醇和铜催化剂相结合，形成了一种增强的路易斯酸催化体系，用于对映体选择性杂环功能化。这种硅二醇和铜催化剂组合的前景体现在吲哚与亚烷基丙二酸酯的不对称加成反应中，以极高的产率和较高的对映体过剩生成了理想的加合物。从这些研究中可以看出，1，1‘-双-2-萘酚(BINOL)基硅二醇是一种新型的助催化剂。文中还讨论了它们在反应途径中的潜在作用。
Silanediol and copper catalysis are merged, for the first time, to create an enhanced Lewis acid catalyst system for enantioselective heterocycle functionalization. The promise of this silanediol and copper catalyst combination is demonstrated in the enantioselective addition of indoles to alkylidene malonates to give rise to the desirable adducts in excellent yield and high enantiomeric excess. From these studies, 1,1'-bi-2-naphthol (BINOL)-based silanediols emerge as one-of-a-kind cocatalysts. Their potential role in the reaction pathway is also discussed.