Organocatalytic tandem enantioselective Michael-cyclization of isatin-derived beta,gamma-unsaturated alpha-ketoesters with 3-hydroxy-4H-chromen-4-one or 2-hydroxy-1,4-naphthoquinone derivatives

Yin Shao-Jie; Zhang Shao-Yun; Zhang Jun-Qi; Sun Bing-Bing; Fan Wei-Tai; Wu Bing; Wang Xing-Wang

首页> 外文期刊>RSC Advances >Organocatalytic tandem enantioselective Michael-cyclization of isatin-derived beta,gamma-unsaturated alpha-ketoesters with 3-hydroxy-4H-chromen-4-one or 2-hydroxy-1,4-naphthoquinone derivatives

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Organocatalytic tandem enantioselective Michael-cyclization of isatin-derived beta,gamma-unsaturated alpha-ketoesters with 3-hydroxy-4H-chromen-4-one or 2-hydroxy-1,4-naphthoquinone derivatives

机译：带有3-羟基-4H-铬-4--或2-羟基-1,4-萘醌衍生物的靛红衍生的β，γ-不饱和α-酮酸酯的有机催化串联对映选择性迈克尔环化

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The enantioselective formal [3 + 3] annulation reaction of isatin-derived beta,gamma-unsaturated alpha-ketoesters with 3-hydroxy-4H-chromen-4-ones or 2-hydroxy-1,4-naphthoquinone was successfully implemented under catalysis of quinine-derived bifunctional tertiary amine-thiourea catalysts. The efficient tandem Michael-cyclization has provided facile access to optically active spiro[oxindole-pyrano[3,2-b] chromenone] and spiro[oxindole-benzo[g] chromene-dione] derivatives in high yields with excellent diastereo- and enantioselectivities.

机译：靛红衍生的β，γ-不饱和α-酮酸酯与3-羟基-4H-铬4--4-酮或2-羟基-1,4-萘醌的对映选择性形式[3 + 3]环化反应在催化下成功地实现。奎宁衍生的双官能叔胺-硫脲催化剂。高效的串联Michael环化提供了高收率的旋光[oxindole-pyrano [3,2-b] chromenone]和spiro [oxindole-benzo [g] chromene-dione]衍生物的提供，具有优异的非对映选择性和对映选择性。

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《RSC Advances》 |2016年第87期|共7页
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Yin Shao-Jie; Zhang Shao-Yun; Zhang Jun-Qi; Sun Bing-Bing; Fan Wei-Tai; Wu Bing; Wang Xing-Wang;
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1. Organocatalytic tandem enantioselective Michael-cyclization of isatin-derived beta,gamma-unsaturated alpha-ketoesters with 3-hydroxy-4H-chromen-4-one or 2-hydroxy-1,4-naphthoquinone derivatives [J] . Yin Shao-Jie, Zhang Shao-Yun, Zhang Jun-Qi, RSC Advances . 2016,第87期

机译：带有3-羟基-4H-铬-4--或2-羟基-1,4-萘醌衍生物的靛红衍生的β，γ-不饱和α-酮酸酯的有机催化串联对映选择性迈克尔环化
2. Organocatalytic tandem enantioselective Michael-cyclization of isatin-derived beta,gamma-unsaturated alpha-ketoesters with 3-hydroxy-4H-chromen-4-one or 2-hydroxy-1,4-naphthoquinone derivatives [J] . Yin Shao-Jie, Zhang Shao-Yun, Zhang Jun-Qi, RSC Advances . 2016,第87期

机译：带有3-羟基-4H-铬-4--或2-羟基-1,4-萘醌衍生物的靛红衍生的β，γ-不饱和α-酮酸酯的有机催化串联对映选择性迈克尔环化
3. Organocatalytic tandem enantioselective Michael-cyclization of isatin-derived β,γ-unsaturated α-ketoesters with 3-hydroxy-4H-chromen-4-one or 2-hydroxy-1,4-naphthoquinone derivatives [J] . Shao-Jie Yin, Shao-Yun Zhang, Jun-Qi Zhang, RSC Advances . 2016,第87期

机译：有机催化串联拮抗性迈克尔 - 西沙素衍生的β，γ-不饱和α-酮酯，具有3-羟基-4H-色度-4-一体或2-羟基-1,4-萘醌衍生物的α-不饱和α-酮酯
4. Utilization of Cinnamaldehyde for Synthesis of Nitrogencontaining 2-Hydroxy-1,4-Naphthoquinone Derivatives as Antioxidant Agent [C] . N. Nurhikmah, A. H. Cahyana, A. R. Liandi International Symposium on Current Progress in Mathematics and Sciences . 2020

机译：用利用肉桂醛的合成硝基因特突出的2-羟基-1,4-萘醌衍生物作为抗氧化剂
5. Asymmetric Mannich reactions catalyzed by urea derivatives for the enantioselective preparation of beta-aryl-beta-amino acid derivatives. [D] . Wenzel, Anna G. 2004

机译：由脲衍生物催化的不对称曼尼希反应用于对映选择性制备β-芳基-β-氨基酸衍生物。
6. Organocatalytic tandem Michael addition reactions: A powerful access to the enantioselective synthesis of functionalized chromenes thiochromenes and 12-dihydroquinolines [O] . Chittaranjan Bhanja, Satyaban Jena, Sabita Nayak, 2012

机译：有机催化串联迈克尔加成反应：功能化二苯甲基硫代二苯甲基和12-二氢喹啉对映选择性合成的强大途径
7. Enantioselective Michael Addition of 2-Hydroxy-1,4-naphthoquinone to β,γ-Unsaturated α-Keto Esters Catalyzed by Binaphthyl-Modified Squaramide [O] . Ji Hyun Lee, Dae Young Kim 2013

机译：用二氯基醚催化的致苄基-1,4-萘醌加入2-羟基-1,4-萘醌至β，γ-不饱和α-酮酯

Organocatalytic tandem enantioselective Michael-cyclization of isatin-derived beta,gamma-unsaturated alpha-ketoesters with 3-hydroxy-4H-chromen-4-one or 2-hydroxy-1,4-naphthoquinone derivatives

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