Efficient Synthesis of Chiral Indolines using an Imine Reductase from Paenibacillus lactis
An enzymatic process for the efficient asymmetric reduction of 3H‐indoles as well as 3H‐indole iodides was developed for the first time. Using a new imine reductase identified from Paenibacillus lactis (PlSIR), various chiral indolines were facilely synthesized in good yields and excellent enantiopu...
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| Veröffentlicht in: | Advanced synthesis & catalysis 2015-05, Vol.357 (8), p.1692-1696 |
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| container_end_page | 1696 |
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| container_issue | 8 |
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| container_title | Advanced synthesis & catalysis |
| container_volume | 357 |
| creator | Li, Hao Luan, Zheng-Jiao Zheng, Gao-Wei Xu, Jian-He |
| description | An enzymatic process for the efficient asymmetric reduction of 3H‐indoles as well as 3H‐indole iodides was developed for the first time. Using a new imine reductase identified from Paenibacillus lactis (PlSIR), various chiral indolines were facilely synthesized in good yields and excellent enantiopurities (up to >99% ee) under mild reaction conditions. |
| doi_str_mv | 10.1002/adsc.201500160 |
| format | Article |
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Using a new imine reductase identified from Paenibacillus lactis (PlSIR), various chiral indolines were facilely synthesized in good yields and excellent enantiopurities (up to >99% ee) under mild reaction conditions.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201500160</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>3H-indoles ; asymmetric hydrogenation ; biocatalysis ; chiral indolines ; Heterocyclic compounds ; imine reductase ; Indoles ; Iodides</subject><ispartof>Advanced synthesis & catalysis, 2015-05, Vol.357 (8), p.1692-1696</ispartof><rights>2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2015 WILEY-VCH Verlag GmbH & Co. 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Synth. Catal</addtitle><description>An enzymatic process for the efficient asymmetric reduction of 3H‐indoles as well as 3H‐indole iodides was developed for the first time. Using a new imine reductase identified from Paenibacillus lactis (PlSIR), various chiral indolines were facilely synthesized in good yields and excellent enantiopurities (up to >99% ee) under mild reaction conditions.</description><subject>3H-indoles</subject><subject>asymmetric hydrogenation</subject><subject>biocatalysis</subject><subject>chiral indolines</subject><subject>Heterocyclic compounds</subject><subject>imine reductase</subject><subject>Indoles</subject><subject>Iodides</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkFtLwzAYQIsoOKevPgd87sylTdrHUecc1gvOG76ENBeX2bUzadH9ezsqwzef8gXO-T44QXCK4AhBiM-F8nKEIYohRBTuBQNEURxGiKb7uzmGh8GR98sOYQljg-BtYoyVVlcNmG-qZqG99aA2IFtYJ0owq1Rd2kp70HpbvQNRgdmq-4MHrVrZCK-BcfUK3Atd2UJIW5atB6WQjfXHwYERpdcnv-8weLqcPGZXYX43nWXjPJQxwTCkImGaEpFCLBHWLKaKFTjFEUkTRSMCWSqJKgpBUaqkTrShJI0hTiA2SitDhsFZv3ft6s9W-4Yv69ZV3UmOuy5RFEeQddSop6SrvXfa8LWzK-E2HEG-7ce3_fiuXyekvfBlS735h-bji3n21w171_pGf-9c4T44ZYTF_OV2yl9z-JzkNxm_Jj-A3IMr</recordid><startdate>20150526</startdate><enddate>20150526</enddate><creator>Li, Hao</creator><creator>Luan, Zheng-Jiao</creator><creator>Zheng, Gao-Wei</creator><creator>Xu, Jian-He</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20150526</creationdate><title>Efficient Synthesis of Chiral Indolines using an Imine Reductase from Paenibacillus lactis</title><author>Li, Hao ; Luan, Zheng-Jiao ; Zheng, Gao-Wei ; Xu, Jian-He</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5320-6a87e63a902c12e756d7b2924398d643079c3dbba619dce8ef639502802fdedf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>3H-indoles</topic><topic>asymmetric hydrogenation</topic><topic>biocatalysis</topic><topic>chiral indolines</topic><topic>Heterocyclic compounds</topic><topic>imine reductase</topic><topic>Indoles</topic><topic>Iodides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Hao</creatorcontrib><creatorcontrib>Luan, Zheng-Jiao</creatorcontrib><creatorcontrib>Zheng, Gao-Wei</creatorcontrib><creatorcontrib>Xu, Jian-He</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Hao</au><au>Luan, Zheng-Jiao</au><au>Zheng, Gao-Wei</au><au>Xu, Jian-He</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient Synthesis of Chiral Indolines using an Imine Reductase from Paenibacillus lactis</atitle><jtitle>Advanced synthesis & catalysis</jtitle><addtitle>Adv. 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| ispartof | Advanced synthesis & catalysis, 2015-05, Vol.357 (8), p.1692-1696 |
| issn | 1615-4150 1615-4169 |
| language | eng |
| recordid | cdi_proquest_journals_2002445407 |
| source | Wiley Online Library Journals Frontfile Complete |
| subjects | 3H-indoles asymmetric hydrogenation biocatalysis chiral indolines Heterocyclic compounds imine reductase Indoles Iodides |
| title | Efficient Synthesis of Chiral Indolines using an Imine Reductase from Paenibacillus lactis |
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