Intermolecular enantioselective dearomatization reaction of beta-naphthol using meso-aziridine: a bifunctional in situ generated magnesium catalyst.

Intermolecular enantioselective dearomatization reaction of beta-naphthol using meso-aziridine: a bifunctional in situ generated magnesium catalyst.
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使用内消旋氮丙啶进行 β-萘酚的分子间对映选择性脱芳构化反应:一种双功能原位生成的镁催化剂。

DOI:
10.1002/anie.201410257
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发表时间:
2015
期刊:
Angew Chem Int Ed Engl
影响因子:
--
通讯作者:
Wang Rui
Wang Rui
中科院分区:
其他
文献类型:
--
作者:
Yang Dongxu;Wang Linqing;Han Fengxia;Li Dan;Zhao Depeng;Wang Rui

文献摘要

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首次发展了β-萘酚衍生物与氮杂环丙烷的直接、简便、高非对映选择性和对映选择性的脱芳构化反应。一种新设计的Box-OH配体被用于原位生成的镁催化剂,并被证明是有效的。 1H NMR研究揭示了β-萘酚脱芳构化反应的活化模式,并观察到了明显的正非线性效应,为深入了解MgII中心周围的配位环境和可能的活性物种提供了线索. 
A direct, facile, and highly diastereo‐ and enantioselective dearomatization reaction of β‐naphthol derivatives with aziridines has been developed for the first time. A newly designed Box–OH ligand was employed for an in situ generated magnesium catalyst and proved to be efficient. The corresponding dearomatization product was transformed into a polycyclic scaffold and polyhydroxylated compound.1H NMR studies revealed the activation mode of the dearomatization process of β‐naphthols, and a clear positive nonlinear effect was observed in the reaction, and provides insight into the coordination environment around the MgIIcenter and the possible active species.