亚甲胺叶立德参与的不对称1,3-偶极环加成构建含连续季碳中心的螺四氢吡咯衍生物
Cu（I）催化的亚甲胺叶立德和亚环丙基乙酸乙酯参与的不对称endo-1,3-偶极环加成反应,高效构建了多官能化、含有多个连续季碳中心的5-氮杂-[2,4]庚烷化合物.此反应具有广泛的底物适用性,α-取代的和α-非取代的亚甲胺叶立德和亚环丙基乙酸乙酯都能很好的参与反应,并以很高的产率、优秀的非对映选择性（95：5–〉98：2 d.r）和对映选择性（87%–98%ee）生成相应的在2,3,4位上含有连续季碳中心的螺四氢吡咯化合物....
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| Published in | 催化学报 Vol. 36; no. 1; pp. 68 - 77 |
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| Main Author | |
| Format | Journal Article |
| Language | Chinese |
| Published |
中国科学院上海有机化学研究所有机金属化学国家重点实验室，上海230032
2015
武汉大学化学与分子科学学院,湖北武汉,430072%武汉大学化学与分子科学学院，湖北武汉430072 |
| Subjects | |
| Online Access | Get full text |
| ISSN | 0253-9837 1872-2067 |
| DOI | 10.1016/S1872-2067(14)60204-7 |
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| Summary: | Cu（I）催化的亚甲胺叶立德和亚环丙基乙酸乙酯参与的不对称endo-1,3-偶极环加成反应,高效构建了多官能化、含有多个连续季碳中心的5-氮杂-[2,4]庚烷化合物.此反应具有广泛的底物适用性,α-取代的和α-非取代的亚甲胺叶立德和亚环丙基乙酸乙酯都能很好的参与反应,并以很高的产率、优秀的非对映选择性（95：5–〉98：2 d.r）和对映选择性（87%–98%ee）生成相应的在2,3,4位上含有连续季碳中心的螺四氢吡咯化合物. |
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| Bibliography: | Bioactive 5-aza-spiro[2,4]heptanes with high functionality and up to three contiguous all-carbon quaternary stereogenic centers were synthesized by Cu（I）-catalyzed asymmetric endo-selective 1,3-dipolar cycloaddition of azomethine ylides with cyclopropylidene acetates. This synthesis sys-tem performs well for a broad scope of substrates. α-unsubstituted/α-substituted azomethine ylides and cyclopropylidene acetates are compatible 1,3-dipoles and dipolarophiles, which afford the spiro heterocycles with contiguous quaternary centers at 2-, 3- and 4-positions of the pyrroli-dine ring in good yield（up to 97%） and high diastereoselectivity（95：5–98：2 d.r） and excellent enantioselectivity（87%–98% ee）. Asymmetric catalysis Quaternary stereogenic center 1; 3‐Dipolar cycloaddition Azomethine ylide Cyclopropylidene acetate 5‐Aza‐spiro[2; 4]heptane Tanglin Liu,Qinghua Li,Zhaolin He,Jiawei Zhang,Chunjiang Wanga College of Chemistry and MolecularSciences, Wuhan University, Wuhan 430072, Hubei, China b State Key Laboratory of O |
| ISSN: | 0253-9837 1872-2067 |
| DOI: | 10.1016/S1872-2067(14)60204-7 |