Cinchona alkaloid thiourea mediated asymmetric Mannich reaction of isocyanoacetates with isatin-derived ketimines and subsequent cyclization: enantioselective synthesis of spirooxindole imidazolines

Zhao Mei-Xin; Jing Lei; Zhou Hao; Shi Min

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Cinchona alkaloid thiourea mediated asymmetric Mannich reaction of isocyanoacetates with isatin-derived ketimines and subsequent cyclization: enantioselective synthesis of spirooxindole imidazolines

机译：Cinchona生物碱硫脲介导异氰酸酯与Isatin衍生的酮菊酯的不对称曼尼希反应和随后的环化：螺氧吲哚咪唑啉的对致映选择性合成

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We report the organocatalyzed asymmetric Mannich reaction of isocyanoacetates with isatin derived ketimines in good yields along with high stereoselectivities. The subsequent organocatalyzed cyclization of Mannich adducts is also investigated, emerging as a promising strategy for the synthesis of optically active spirooxindole imidazolines.

机译：我们报告了异氰酸酯与Isatin衍生的酮亚胺的有机催化不对称的曼尼奇反应，其良好的产量以及高立体化。还研究了随后的曼尼希加合物的环化环化，作为合成光学活性螺氧吲哚咪唑啉的有希望的策略。

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《RSC Advances》 |2015年第92期|共5页
作者
Zhao Mei-Xin; Jing Lei; Zhou Hao; Shi Min;
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E China Univ Sci &

Technol Key Lab Adv Mat Shanghai 200237 Peoples R China;

E China Univ Sci &

Technol Key Lab Adv Mat Shanghai 200237 Peoples R China;

E China Univ Sci &

Technol Key Lab Adv Mat Shanghai 200237 Peoples R China;

E China Univ Sci &

Technol Key Lab Adv Mat Shanghai 200237 Peoples R China;

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正文语种 eng
中图分类化学;
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1. Cinchona alkaloid thiourea mediated asymmetric Mannich reaction of isocyanoacetates with isatin-derived ketimines and subsequent cyclization: enantioselective synthesis of spirooxindole imidazolines [J] . Zhao Mei-Xin, Jing Lei, Zhou Hao, RSC Advances . 2015,第92期

机译：Cinchona生物碱硫脲介导异氰酸酯与Isatin衍生的酮菊酯的不对称曼尼希反应和随后的环化：螺氧吲哚咪唑啉的对致映选择性合成
2. Cinchona Alkaloid Squaramide/AgOAc Cooperatively Catalyzed Diastereo- and Enantioselective Mannich/Cyclization Cascade Reaction of Isocyanoacetates and Cyclic Trifluoromethyl Ketimines [J] . Mei-Xin Zhao, Hong-Lei Bi, Rong-Hui Jiang, Organic letters . 2014,第17期

机译：金鸡纳生物碱方酰胺/ AgOAc协同催化异氰酸酯与环状三氟甲基酮亚胺的非对映和对映选择性曼尼希/环化级联反应
3. Cinchona Alkaloid Squaramide/AgOAc Cooperatively Catalyzed Diastereo- and Enantioselective Mannich/Cyclization Cascade Reaction of Isocyanoacetates and Cyclic Trifluoromethyl Ketimines [J] . Mei-Xin Zhao, Hong-Lei Bi, Rong-Hui Jiang, Organic letters . 2014,第17期

机译：金鸡纳生物碱方酰胺/ AgOAc协同催化异氰酸酯与环状三氟甲基酮亚胺的非对映和对映选择性曼尼希/环化级联反应
4. Enantioselective Mannich Reaction of Z-Ketimines Using a Secondary Amine Catalyst [C] . Chihiro Homma, Hiroki Maruyama, Taichi Kano 日本化学会春季年会講演予稿集 . 2018

机译：使用仲胺催化剂的Z-酮胺对Z-ketimines的对映选择性的曼尼希反应
5. I. Enantioselective total synthesis of quinine and quinidine. II. Thiourea-catalyzed enantioselective C-C bond-forming reactions. a. Catalytic asymmetric N-acyliminium ion cyclizations. b. Catalytic asymmetric aza-Baylis-Hillman reactions [D] . Raheem, Izzat Tiedje 2008

机译：I.奎宁和奎尼丁的对映选择性全合成。二。硫脲催化的对映选择性C-C键形成反应。一个。催化不对称N-酰亚胺离子环化。 b。催化不对称氮杂-Baylis-Hillman反应
6. Cinchona Alkaloid Derivative-Catalyzed Enantioselective Synthesis via a Mannich-Type Reaction and Antifungal Activity of β-Amino Esters Bearing Benzoheterocycle Moieties [O] . Han Xiao, Fang Wu, Li Shi, 2014

机译：通过曼尼希型反应的金鸡纳生物碱衍生物催化的对映选择性合成和带有苯并杂环部分的β-氨基酯的抗真菌活性
7. Cinchona Alkaloid Derivative-Catalyzed Enantioselective Synthesis via a Mannich-Type Reaction and Antifungal Activity of β-Amino Esters Bearing Benzoheterocycle Moieties [O] . Han Xiao, Fang Wu, Li Shi, 2014

机译：金鸡纳生物碱衍生物催化的对映选择性合成通过mannich型反应和具有苯并杂环部分的β-氨基酯的抗真菌活性

Cinchona alkaloid thiourea mediated asymmetric Mannich reaction of isocyanoacetates with isatin-derived ketimines and subsequent cyclization: enantioselective synthesis of spirooxindole imidazolines

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