镍（0）/N-杂环卡宾催化的两个烯酮与一个炔烃的不对称[2 + 2 + 2]环加成反应：构建具有四个相邻手性中心的环己烯
Nickel(0)/N-Heterocyclic Carbene-Catalyzed Asymmetric [2 + 2 + 2] Cycloaddition of Two Enones and an Alkyne: Access to Cyclohexenes with Four Contiguous Stereogenic Centers.
作者信息
Kumar Ravindra, Tokura Hiromu, Nishimura Akira, Mori Tadashi, Hoshimoto Yoichi, Ohashi Masato, Ogoshi Sensuke
机构信息
Department of Applied Chemistry, Faculty of Engineering, Osaka University , Suita, Osaka 565-0871, Japan.
出版信息
Org Lett. 2015 Dec 18;17(24):6018-21. doi: 10.1021/acs.orglett.5b02983. Epub 2015 Nov 30.
A nickel(0)/chiral N-heterocyclic carbene (NHC)-catalyzed fully intermolecular, enantioselective [2 + 2 + 2] cycloaddition of two enones and an alkyne has been developed to access enantioenriched cyclohexenes. A single diastereomer was obtained with a successive generation of four contiguous stereogenic centers. The absolute configuration of cyclohexene derivative 3aa was determined by X-ray diffraction and circular dichroism (CD) spectral studies.
已开发出一种镍（0）/手性N-杂环卡宾（NHC）催化的两种烯酮与一种炔烃的完全分子间对映选择性[2 + 2 + 2]环加成反应，以制备对映体富集的环己烯。通过连续生成四个相邻的立体中心得到了单一非对映异构体。通过X射线衍射和圆二色（CD）光谱研究确定了环己烯衍生物3aa的绝对构型。
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