Pepsin-catalyzed vinylogous Michael addition of deconjugated butenolides and maleimides in water

Zhang Meng-Jie; Li Rui; He Yan-Hong; Guan Zhi

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Pepsin-catalyzed vinylogous Michael addition of deconjugated butenolides and maleimides in water

机译：胃蛋白酶催化的乙烯基致麦克莱德在水中添加了脱鸡蛋蛋白和马来酰亚胺

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摘要

A pepsin catalyzed vinylogous Michael addition of deconjugated butenolides and maleimides in water has been successfully achieved, and gamma,gamma-disubstituted butenolides were obtained in up to 98% yields with up to 99:1 dr.

机译：在胃蛋白酶催化下，在水中成功地实现了脱共轭丁烯内酯和马来酰亚胺的vinylogous Michael加成反应，并以高达98%的产率获得了γ，γ-二取代丁烯内酯，产率高达99:1 dr。

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来源
《Catalysis Communications》 |2017年第1期|共5页
作者
Zhang Meng-Jie; Li Rui; He Yan-Hong; Guan Zhi;
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作者单位

Southwest Univ Key Lab Appl Chem Chongqing Municipal Sch Chem &

Chem Engn Chongqing 400715 Peoples R China;

Southwest Univ Key Lab Appl Chem Chongqing Municipal Sch Chem &

Chem Engn Chongqing 400715 Peoples R China;

Southwest Univ Key Lab Appl Chem Chongqing Municipal Sch Chem &

Chem Engn Chongqing 400715 Peoples R China;

Southwest Univ Key Lab Appl Chem Chongqing Municipal Sch Chem &

Chem Engn Chongqing 400715 Peoples R China;

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原文格式 PDF
正文语种 eng
中图分类物理化学（理论化学）、化学物理学;
关键词
Biocatalytic promiscuity; Vinylogous Michael reaction; Pepsin from porcine gastric mucous; Deconjugated butenolides; Maleimides;

机译：生物催化滥交;Vinylogous Michael反应;来自猪胃粘膜的胃蛋白酶;Deconjugated丁醇酯;马来酰亚胺;

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1. Magnetic nanoparticles supported cinchona alkaloids for asymmetric Michael addition reaction of 1,3-dicarbonyls and maleimides [J] . Shi-Xuan Cao, Jia-Xi Wang, Zheng-Jie He 中国化学快报（英文版） . 2018,第001期
2. Bismuth trichloride-catalyzed oxy-Michael addition of water and alcohol to α,β-unsaturated ketones [J] . Zhen Wu, Xue-Xin Feng, Qing-Dong Wang, 中国化学快报（英文版） . 2020,第005期
3. Aza-Michael addition reactions between nitroolefins and benzotriazole catalyzed by MCM-41 immobilized heteropoly acids in water [J] . Shao-Lei Xie, Yong-Hai Hui, Xiang-Ju Long, 中国化学快报（英文版） . 2013,第001期
4. Highly Enantioselective Michael Addition of Ketone to Alkylidene Malonates Catalyzed by Binaphthyl Sulfonimides in Water [J] . 贾胜见, 罗春华, 杜大明中国化学（英文版） . 2012,第011期
5. Catalytic asymmetric direct vinylogous michael addition of deconjugated butenolides to maleimides for the construction of quaternary stereogenic centers [J] . Manna M.S., Mukherjee S. Chemistry: A European journal . 2012,第48期

机译：催化不对称直接乙烯基共价键将解偶联的丁烯内酯添加到马来酰亚胺中，用于构建四元立体异构中心
6. Organocatalytic enantioselective direct vinylogous Michael addition of gamma-substituted deconjugate butenolides to azadienes [J] . Lin Wei, Lin Xiao, Cheng Yuyu, Organic Chemistry Frontiers . 2019,第14期

机译：有机催化映选择性直接乙烯基迈克尔加入γ取代的甲醛丁烯醇和苯甲酸丁烯
7. N-Heterocyclic Carbene-Catalyzed Diastereoselective Vinylogous Michael Addition Reaction of gamma-Substituted Deconjugated Butenolides [J] . Guo Hao, Xing Fen, Du Guang-Fen, The Journal of Organic Chemistry . 2015,第24期

机译：N-杂环卡宾催化的γ-取代的共轭丁烯内酯的非对映选择性乙烯基迈克尔加成反应
8. eChem Bioconjugation: Electrochemical Reduction as a Novel Replacement for Chemical Reduction in Thiol-Maleimide-Michael Conjugation [C] . Derrick Houser, Nicholas Schork, Sunil Sharma Protein Engineering Summit. . 2018

机译：Echem Bioconjugation：电化学减少作为硫醇 - 马来酰亚胺 - 迈克尔共轭化学降低的新型替代品
9. Michael–Heck Approach towards the Synthesis of Highly Functionalized Polyalkyl Furans and Application of the Vinylogous Michael–Heck Reaction towards the Total Synthesis of Furanosesquiterpenes and Furanoeremophilanes [D] . Chen, Yi-Jang Violet. 2021

机译：迈克尔 - Heck探讨了高官能化聚烷基呋喃的合成及乙烯基迈克尔 - Heck反应对呋喃孢素Quiterpenes和呋喃胺磷酸的总合成
10. Direct catalytic asymmetric and anti-selective vinylogous addition of butenolides to chromones [O] . Jin Cui, Naoya Kumagai, Takumi Watanabe, 2020

机译：直接催化不对称和抗选择性乙烯基加入丁胶剂以发铬
11. Catalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins (vol 48, pg 5193, 2012) [O] . Manna, Madhu Sudan, Kumar, Vikas, Mukherjee, Santanu 2015

机译：通过在乙烯基烯烃上直接乙烯基键合迈克尔·加成到硝基烯烃上的季铵立体中心的催化对映选择性构建（第48卷，第5193页，2012年）
12. Asymmetric Michael and Aldol Additions Using BiFunctional Cinchona-Alkaloid-Based Catalysts. [R] . Deng, L., Li, H. 2005

机译：使用BiFunctional金鸡纳 - 生物碱基催化剂的不对称michael和aldol加成。

Pepsin-catalyzed vinylogous Michael addition of deconjugated butenolides and maleimides in water

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