Organocatalytic asymmetric Michael addition of aldehydes and ketones to nitroalkenes catalyzed by adamantoyl L-prolinamide

Wang Yongchao; Li Dong; Lin Jun; Wei Kun

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Organocatalytic asymmetric Michael addition of aldehydes and ketones to nitroalkenes catalyzed by adamantoyl L-prolinamide

机译：金刚烷酰L-脯氨酰胺催化的硝基硝基烯烃的有机催化不对称迈克尔加成反应

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A series of adamantoyl L-prolinamides have been synthesized. These compounds have been found to be highly efficient organocatalysts for the Michael addition of aldehydes and ketones to nitroalkenes. Under the optimized reaction conditions, the corresponding Michael adducts were obtained in good yields (up to 95%), excellent enantioselectivities (up to 99% ee) and moderate diastereoselectivities.

机译：已经合成了一系列金刚烷基L-脯氨酰胺。已经发现这些化合物是用于将醛和酮迈克尔加成至硝基烯烃的高效有机催化剂。在优化的反应条件下，以高收率（最高95％），优异的对映选择性（最高99％ee）和中等非对映选择性获得了相应的迈克尔加合物。

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《RSC Advances》 |2015年第8期|共12页
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Wang Yongchao; Li Dong; Lin Jun; Wei Kun;
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1. Organocatalytic asymmetric Michael addition of aldehydes and ketones to nitroalkenes catalyzed by adamantoyl L-prolinamide [J] . Wang Yongchao, Li Dong, Lin Jun, RSC Advances . 2015,第8期

机译：金刚烷酰L-脯氨酰胺催化的硝基硝基烯烃的有机催化不对称迈克尔加成反应
2. Asymmetric Michael addition of aldehydes to nitroolefins catalyzed by L-prolinamide derivatives using phenols as co-catalysts [J] . Cheng YQ, Bian Z, He YB, Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry . 2009,第15期

机译：L-脯氨酰胺衍生物使用酚类作为助催化剂将醛不对称地加成至硝基烯烃
3. Organocatalytic Asymmetric Vinylogous Michael Addition of 3-(2-Oxoindolin-3-ylidene)butanoates to Nitroalkenes Catalyzed by a Bifunctional Cinchona-Based Squaramide [J] . Zheng Chen, Wang Hai-Feng, Chen Wei-Qi, Asian Journal of Organic Chemistry . 2015,第7期

机译：双功能基于金鸡纳的方酸酰胺催化的3-（2-氧吲哚-3-亚基）丁酸酯的有机催化不对称乙烯基加成到硝基烯烃
4. Direct asymmetric Michael reaction of α,β-unsaturated aldehydes and ketones catalyzed by two secondary amine catalysts [C] . Umekubo Nariyoshi, Terunuma Takahiro, Hayashi Yujiro 日本化学会春季年会講演予稿集 . 2018

机译：由两个仲胺催化剂催化的α，β-不饱和醛和酮的直接不对称迈克尔反应
5. Part I. Asymmetric organocatalysis: (1) Direct enantioselective organocatalytic hydroxymethylation of aldehydes catalyzed by alpha,alpha-diphenylprolinol trimethylsilyl ether: Application in the formal synthesis of (-)-Rasfonin; (2) Synthesis of a novel bicyclic secondary amine organocatalyst: Application to the direct enantioselective organocatalytic hydroxymethylation of aldehydes. Part II. Asymmetric synthesis of bicyclic analogues of the anti-osteoporotic drug risedronate. [D] . Miller, John Robert. 2010

机译：第一部分，不对称有机催化：（1）α，α-二苯基脯氨醇三甲基甲硅烷基醚催化的醛的直接对映选择性有机催化羟甲基化：在（-）-Rasfonin的正式合成中的应用；（2）新型双环仲胺有机催化剂的合成：应用于醛的直接对映选择性有机催化羟甲基化。第二部分抗骨质疏松药物Risedronate的双环类似物的不对称合成。
6. Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents [O] . Alejandro Torregrosa-Chinillach, Alba Sánchez-Laó, Elisa Santagostino, 2019

机译：深共晶溶剂中醛向顺丁烯二酰亚胺和硝基烯烃的有机催化不对称共轭加成反应
7. Corrigendum: Prolylprolinol-Catalyzed Asymmetric Michael Addition of Aliphatic Aldehydes to Nitroalkenes [O] . Dengfu Lu, Yuefa Gong, Weizhou Wang 2010

机译：勘误：脯氨酸脯氨酸催化的不对称迈克尔向Nitroallenes添加脂族醛

Organocatalytic asymmetric Michael addition of aldehydes and ketones to nitroalkenes catalyzed by adamantoyl L-prolinamide

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