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Mathieu Y. Laurent Vivien StockerValéry Momo Temgoua Gilles DujardinRobert Dhal 《Tetrahedron letters》2011,52(14):1608-1611
A new family of analogs of steganacin, an important antimitotic compound, was accessed. It takes advantage of a completely stereoselective sequence of two key steps. The central dihydropyrane core is built by a highly diastereoselective and facially controlled hetero-Diels-Alder reaction. It is followed by a nonphenolic biaryl oxidative coupling with a complete atropo-stereoselectivity. It leads to a quick way to form cyclic biaryl lignans. 相似文献
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Bing-Chao Da Dr. Yong-Bin Wang Dr. Jun Kee Cheng Dr. Shao-Hua Xiang Prof. Dr. Bin Tan 《Angewandte Chemie (International ed. in English)》2023,62(25):e202303128
Atroposelective cross-coupling is one of the most appealing routes to construct axially chiral binaphthyl molecules due to the modular and succinct nature. Although transition-metal-catalyzed cross-couplings offer reliable synthetic means, alternative reaction modes that could be applied to broader substrate range without their pre-functionalization is highly desirable. Herein we show that the application of chiral Brønsted acid catalyst as organocatalyst could accomplish cross-coupling of 1-azonaphthalenes and 2-naphthols with high efficiency, exclusive C4-selectivity as well as excellent enantioselectivity and functional group compatibility. The identification of acylimidazolinone auxiliary for azo activating group, effective remote catalyst control and arene resonance effect synergistically play key roles in the development of this method. The utility is further demonstrated by transformations of the products into other binaphthyl compounds with perfectly retained axial chirality. 相似文献
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Dr. Yong-Jie Wu Zhen-Kai Wang Zhen-Sheng Jia Jia-Hao Chen Fan-Rui Huang Bei-Bei Zhan Dr. Qi-Jun Yao Prof. Dr. Bing-Feng Shi 《Angewandte Chemie (International ed. in English)》2023,62(40):e202310004
Highly efficient synthesis of axially chiral biaryl amines through cobalt-catalyzed atroposelective C−H arylation using easily accessible cobalt(II) salt and salicyloxazoline ligand has been reported. This methodology provides a straightforward and sustainable access to a broad range of enantioenriched biaryl-2-amines in good yields (up to 99 %) with excellent enantioselectivities (up to 99 % ee). The synthetic utility of the unprecedented method is highlighted by its scalability and diverse transformations. 相似文献
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