Organocatalytic synthesis of optically active β-branched α-amino esters via asymmetric biomimetic transamination
This paper describes an efficient asymmetric biomimetic transamination of α-keto esters with a quinine-derived chiral base as the catalyst, giving a variety of β-branched α-amino esters in 50-96% yield and 87-95% ee.
Gespeichert in:
| Veröffentlicht in: | Organic & biomolecular chemistry 2014-08, Vol.12 (31), p.5856-5860 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 5860 |
|---|---|
| container_issue | 31 |
| container_start_page | 5856 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 12 |
| creator | Su, Cunxiang Xie, Ying Pan, Hongjie Liu, Mao Tian, Hua Shi, Yian |
| description | This paper describes an efficient asymmetric biomimetic transamination of α-keto esters with a quinine-derived chiral base as the catalyst, giving a variety of β-branched α-amino esters in 50-96% yield and 87-95% ee. |
| doi_str_mv | 10.1039/c4ob00684d |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1545777147</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1545777147</sourcerecordid><originalsourceid>FETCH-LOGICAL-c287t-5db9471a7e3f3139375162fbdfe7ae2bdc35c96054767c938a2fabce92ca6023</originalsourceid><addsrcrecordid>eNo9kE1OwzAQRi0EglLYcADkJUIK2LEd10sov1KlbrqPJo5DjZK42G6lHAsO0jPhUmA1n0ZvPo0eQheU3FDC1K3mriKkmPD6AI0olzIjgqnD_5yTE3QawjshVMmCH6OTnKtCESlGyM_9G_ROQ4R2iFbjMPRxaYIN2DXYrdIK2nbAoKPdGLz9yioPvV6aGm8_M-hs77AJ0fiANxYwhKHrTPSpqLKusymnGNNJ2LEQrevP0FEDbTDnv3OMFk-Pi-lLNps_v07vZpnOJzJmoq4UlxSkYQ2jTDEpaJE3Vd0YCSavas2EVgURXBZSKzaBvIFKG5VrKEjOxuhqX7vy7mOdfiw7G7RpW-iNW4eSCi6klMlRQq_3qPYuBG-acuVtB34oKSl3isspn9__KH5I8OVv77rqTP2P_jll35hHeyQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1545777147</pqid></control><display><type>article</type><title>Organocatalytic synthesis of optically active β-branched α-amino esters via asymmetric biomimetic transamination</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals</source><source>Alma/SFX Local Collection</source><creator>Su, Cunxiang ; Xie, Ying ; Pan, Hongjie ; Liu, Mao ; Tian, Hua ; Shi, Yian</creator><creatorcontrib>Su, Cunxiang ; Xie, Ying ; Pan, Hongjie ; Liu, Mao ; Tian, Hua ; Shi, Yian</creatorcontrib><description>This paper describes an efficient asymmetric biomimetic transamination of α-keto esters with a quinine-derived chiral base as the catalyst, giving a variety of β-branched α-amino esters in 50-96% yield and 87-95% ee.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c4ob00684d</identifier><identifier>PMID: 24969075</identifier><language>eng</language><publisher>England</publisher><subject>Amination ; Biomimetics ; Catalysis ; Chemistry, Organic - methods ; Esters - chemical synthesis ; Esters - chemistry ; Stereoisomerism</subject><ispartof>Organic & biomolecular chemistry, 2014-08, Vol.12 (31), p.5856-5860</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c287t-5db9471a7e3f3139375162fbdfe7ae2bdc35c96054767c938a2fabce92ca6023</citedby><cites>FETCH-LOGICAL-c287t-5db9471a7e3f3139375162fbdfe7ae2bdc35c96054767c938a2fabce92ca6023</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24969075$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Su, Cunxiang</creatorcontrib><creatorcontrib>Xie, Ying</creatorcontrib><creatorcontrib>Pan, Hongjie</creatorcontrib><creatorcontrib>Liu, Mao</creatorcontrib><creatorcontrib>Tian, Hua</creatorcontrib><creatorcontrib>Shi, Yian</creatorcontrib><title>Organocatalytic synthesis of optically active β-branched α-amino esters via asymmetric biomimetic transamination</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>This paper describes an efficient asymmetric biomimetic transamination of α-keto esters with a quinine-derived chiral base as the catalyst, giving a variety of β-branched α-amino esters in 50-96% yield and 87-95% ee.</description><subject>Amination</subject><subject>Biomimetics</subject><subject>Catalysis</subject><subject>Chemistry, Organic - methods</subject><subject>Esters - chemical synthesis</subject><subject>Esters - chemistry</subject><subject>Stereoisomerism</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kE1OwzAQRi0EglLYcADkJUIK2LEd10sov1KlbrqPJo5DjZK42G6lHAsO0jPhUmA1n0ZvPo0eQheU3FDC1K3mriKkmPD6AI0olzIjgqnD_5yTE3QawjshVMmCH6OTnKtCESlGyM_9G_ROQ4R2iFbjMPRxaYIN2DXYrdIK2nbAoKPdGLz9yioPvV6aGm8_M-hs77AJ0fiANxYwhKHrTPSpqLKusymnGNNJ2LEQrevP0FEDbTDnv3OMFk-Pi-lLNps_v07vZpnOJzJmoq4UlxSkYQ2jTDEpaJE3Vd0YCSavas2EVgURXBZSKzaBvIFKG5VrKEjOxuhqX7vy7mOdfiw7G7RpW-iNW4eSCi6klMlRQq_3qPYuBG-acuVtB34oKSl3isspn9__KH5I8OVv77rqTP2P_jll35hHeyQ</recordid><startdate>20140821</startdate><enddate>20140821</enddate><creator>Su, Cunxiang</creator><creator>Xie, Ying</creator><creator>Pan, Hongjie</creator><creator>Liu, Mao</creator><creator>Tian, Hua</creator><creator>Shi, Yian</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20140821</creationdate><title>Organocatalytic synthesis of optically active β-branched α-amino esters via asymmetric biomimetic transamination</title><author>Su, Cunxiang ; Xie, Ying ; Pan, Hongjie ; Liu, Mao ; Tian, Hua ; Shi, Yian</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c287t-5db9471a7e3f3139375162fbdfe7ae2bdc35c96054767c938a2fabce92ca6023</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Amination</topic><topic>Biomimetics</topic><topic>Catalysis</topic><topic>Chemistry, Organic - methods</topic><topic>Esters - chemical synthesis</topic><topic>Esters - chemistry</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Su, Cunxiang</creatorcontrib><creatorcontrib>Xie, Ying</creatorcontrib><creatorcontrib>Pan, Hongjie</creatorcontrib><creatorcontrib>Liu, Mao</creatorcontrib><creatorcontrib>Tian, Hua</creatorcontrib><creatorcontrib>Shi, Yian</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Su, Cunxiang</au><au>Xie, Ying</au><au>Pan, Hongjie</au><au>Liu, Mao</au><au>Tian, Hua</au><au>Shi, Yian</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Organocatalytic synthesis of optically active β-branched α-amino esters via asymmetric biomimetic transamination</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2014-08-21</date><risdate>2014</risdate><volume>12</volume><issue>31</issue><spage>5856</spage><epage>5860</epage><pages>5856-5860</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>This paper describes an efficient asymmetric biomimetic transamination of α-keto esters with a quinine-derived chiral base as the catalyst, giving a variety of β-branched α-amino esters in 50-96% yield and 87-95% ee.</abstract><cop>England</cop><pmid>24969075</pmid><doi>10.1039/c4ob00684d</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2014-08, Vol.12 (31), p.5856-5860 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1545777147 |
| source | MEDLINE; Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| subjects | Amination Biomimetics Catalysis Chemistry, Organic - methods Esters - chemical synthesis Esters - chemistry Stereoisomerism |
| title | Organocatalytic synthesis of optically active β-branched α-amino esters via asymmetric biomimetic transamination |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T02%3A22%3A50IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Organocatalytic%20synthesis%20of%20optically%20active%20%CE%B2-branched%20%CE%B1-amino%20esters%20via%20asymmetric%20biomimetic%20transamination&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Su,%20Cunxiang&rft.date=2014-08-21&rft.volume=12&rft.issue=31&rft.spage=5856&rft.epage=5860&rft.pages=5856-5860&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/c4ob00684d&rft_dat=%3Cproquest_cross%3E1545777147%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1545777147&rft_id=info:pmid/24969075&rfr_iscdi=true |