膦介导的Morita-Baylis-Hillman碳酸酯与2-烯酰基吡啶的对映选择性[1 + 4]环化反应。
Phosphine-mediated enantioselective [1 + 4]-annulation of Morita-Baylis-Hillman carbonates with 2-enoylpyridines.
作者信息
Wang Tao, Zhang Pengfei, Li Wenjun, Li Pengfei
机构信息
Department of Chemistry and Shenzhen Grubbs Institute, Southern University of Science and Technology Shenzhen Guangdong 518055 China
School of Chemistry and Chemical Engineering, Harbin Institute of Technology Harbin 150080 China.
出版信息
RSC Adv. 2018 Dec 12;8(72):41620-41623. doi: 10.1039/c8ra09453e. eCollection 2018 Dec 7.
Abstract
This work describes a phosphine-catalyzed asymmetric [1 + 4] annulation of Morita-Baylis-Hillman carbonates with 2-enoylpyridines for constructing the enantiomerically enriched 2,3-dihydrofuran motif. In the presence of (-)-1,2-bis[(2,5)-2,5-dimethylphospholano]benzene, a series of Morita-Baylis-Hillman carbonates reacted with 2-enoylpyridines smoothly to afford a wide range of optically active 2,3-dihydrofurans featuring pyridine motifs in high yields with excellent asymmetric induction.
摘要
这项工作描述了一种膦催化的碳酸酯与2-烯酰基吡啶的不对称[1+4]环化反应，用于构建对映体富集的2,3-二氢呋喃结构单元。在（-）-1,2-双[（2,5）-2,5-二甲基膦基]苯存在下，一系列碳酸酯与2-烯酰基吡啶顺利反应，以高收率和优异的不对称诱导得到了一系列具有吡啶结构单元的光学活性2,3-二氢呋喃。
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