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Pepsin-Catalyzed Asymmetric Cross Aldol Reaction Promoted by Ionic Liquids and Deep Eutectic Solvents
Pepsin was found to catalyze asymmetric cross aldol reactions of aromatic and polycyclicaromatic aldehydes with cyclic ketones in ionic liquids and deep eutectic solvents for the first time. Pepsin exhibited high catalytic activity and excellent stereoselectivity in ionic liquids and deep eutectic s...
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Published in: | Catalysis letters 2020-09, Vol.150 (9), p.2549-2557 |
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creator | Wang, Yun Chen, Xin-Yi Liang, Xin-Yi Liang, Zhi-Hui Cheng, Hong Li, Xiang Li, Li-Ling |
description | Pepsin was found to catalyze asymmetric cross aldol reactions of aromatic and polycyclicaromatic aldehydes with cyclic ketones in ionic liquids and deep eutectic solvents for the first time. Pepsin exhibited high catalytic activity and excellent stereoselectivity in ionic liquids and deep eutectic solvents in the presence of moderate water. High yields of up to 93.1%, excellent enantioselectivities of up to 96% ee, and good diastereoselectivities of up to 5:95 dr were achieved.
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doi_str_mv | 10.1007/s10562-020-03176-1 |
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Graphic Abstract</description><subject>Aldehydes</subject><subject>Asymmetry</subject><subject>Catalysis</subject><subject>Catalytic activity</subject><subject>Chemical reactions</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Enzymes</subject><subject>Eutectics</subject><subject>Green technology</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Ionic liquids</subject><subject>Ions</subject><subject>Ketones</subject><subject>Organometallic Chemistry</subject><subject>Pepsin</subject><subject>Physical Chemistry</subject><subject>Solvents</subject><subject>Stereoselectivity</subject><issn>1011-372X</issn><issn>1572-879X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kU9vFCEYhydGE2v1C3gi8eSBysvM8Oe4WatusolN20NvhGFgQzMDW2CM66eXdUxML-Y98Aae54Xwa5r3QK6AEP4pA-kZxYQSTFrgDMOL5gJ6TrHg8uFl7QkAbjl9eN28yfmRECI5yIvG3thj9gFvddHT6Zcd0Saf5tmW5A3appgz2kxjnNCt1ab4GNBNinMsFRxOaBdDxfb-afFjRjqM6LO1R3S9FFthg-7i9MOGkt82r5yesn33d71s7r9c32-_4f33r7vtZo9NR2XBAkTHhRRCd9qNRnNomXR9b1g_tO1IgYKrp86JfnCGycEJxjojBqn5IMf2svmwjj2m-LTYXNRjXFKoNyraUSqBC0YrdbVSBz1Z5YOLJWlTa7SzNzFY5-v-hlHZdtABVOHjM6Eyxf4sB73krHZ3t89ZurLm_HfJOnVMftbppICoc1RqjUrVqNSfqNRZalcpVzgcbPr37v9YvwEC3ZW_</recordid><startdate>20200901</startdate><enddate>20200901</enddate><creator>Wang, Yun</creator><creator>Chen, Xin-Yi</creator><creator>Liang, Xin-Yi</creator><creator>Liang, Zhi-Hui</creator><creator>Cheng, Hong</creator><creator>Li, Xiang</creator><creator>Li, Li-Ling</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISR</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope></search><sort><creationdate>20200901</creationdate><title>Pepsin-Catalyzed Asymmetric Cross Aldol Reaction Promoted by Ionic Liquids and Deep Eutectic Solvents</title><author>Wang, Yun ; Chen, Xin-Yi ; Liang, Xin-Yi ; Liang, Zhi-Hui ; Cheng, Hong ; Li, Xiang ; Li, Li-Ling</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c429t-818478988a4afdca71369f55c65b33d2121f988ff85bfc69bf8664c8b9a7b9d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Aldehydes</topic><topic>Asymmetry</topic><topic>Catalysis</topic><topic>Catalytic activity</topic><topic>Chemical reactions</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Enzymes</topic><topic>Eutectics</topic><topic>Green technology</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Ionic liquids</topic><topic>Ions</topic><topic>Ketones</topic><topic>Organometallic Chemistry</topic><topic>Pepsin</topic><topic>Physical Chemistry</topic><topic>Solvents</topic><topic>Stereoselectivity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Yun</creatorcontrib><creatorcontrib>Chen, Xin-Yi</creatorcontrib><creatorcontrib>Liang, Xin-Yi</creatorcontrib><creatorcontrib>Liang, Zhi-Hui</creatorcontrib><creatorcontrib>Cheng, Hong</creatorcontrib><creatorcontrib>Li, Xiang</creatorcontrib><creatorcontrib>Li, Li-Ling</creatorcontrib><collection>CrossRef</collection><collection>Science (Gale in Context)</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central</collection><collection>ProQuest Databases</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><jtitle>Catalysis letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Yun</au><au>Chen, Xin-Yi</au><au>Liang, Xin-Yi</au><au>Liang, Zhi-Hui</au><au>Cheng, Hong</au><au>Li, Xiang</au><au>Li, Li-Ling</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pepsin-Catalyzed Asymmetric Cross Aldol Reaction Promoted by Ionic Liquids and Deep Eutectic Solvents</atitle><jtitle>Catalysis letters</jtitle><stitle>Catal Lett</stitle><date>2020-09-01</date><risdate>2020</risdate><volume>150</volume><issue>9</issue><spage>2549</spage><epage>2557</epage><pages>2549-2557</pages><issn>1011-372X</issn><eissn>1572-879X</eissn><abstract>Pepsin was found to catalyze asymmetric cross aldol reactions of aromatic and polycyclicaromatic aldehydes with cyclic ketones in ionic liquids and deep eutectic solvents for the first time. Pepsin exhibited high catalytic activity and excellent stereoselectivity in ionic liquids and deep eutectic solvents in the presence of moderate water. High yields of up to 93.1%, excellent enantioselectivities of up to 96% ee, and good diastereoselectivities of up to 5:95 dr were achieved.
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subjects | Aldehydes Asymmetry Catalysis Catalytic activity Chemical reactions Chemistry Chemistry and Materials Science Enzymes Eutectics Green technology Industrial Chemistry/Chemical Engineering Ionic liquids Ions Ketones Organometallic Chemistry Pepsin Physical Chemistry Solvents Stereoselectivity |
title | Pepsin-Catalyzed Asymmetric Cross Aldol Reaction Promoted by Ionic Liquids and Deep Eutectic Solvents |
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