Natural polarity inverted

The concept of umpolung describes the reversal of the naturally occurring electrostatic polarization of chemical groups. It has now been used to make single mirror-image isomers of nitrogen-containing molecules. See Letter p.445 Chital amine synthesis made simpler Imines, carbon–nitrogen double bond...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Nature (London) 2015-07, Vol.523 (7561), p.417-418
Hauptverfasser: Romanov-Michailidis, Fedor, Rovis, Tomislav
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 418
container_issue 7561
container_start_page 417
container_title Nature (London)
container_volume 523
creator Romanov-Michailidis, Fedor
Rovis, Tomislav
description The concept of umpolung describes the reversal of the naturally occurring electrostatic polarization of chemical groups. It has now been used to make single mirror-image isomers of nitrogen-containing molecules. See Letter p.445 Chital amine synthesis made simpler Imines, carbon–nitrogen double bonds, act as electrophiles towards carbon nucleophiles in the synthesis of amines, but the range of synthesizable amines could be greatly extended if the carbon atom of the imine could be rendered electron-rich to allow it to act as a nucleophile towards a carbon electrophile. Li Deng and colleagues have developed a procedure that achieves just that. They report the discovery and development of new chiral phase transfer catalysts that promote highly efficient asymmetric reactions of imines and enals. The reaction provides a conceptually new and practical approach towards the synthesis of chiral amino compounds.
doi_str_mv 10.1038/523417a
format Article
fullrecord <record><control><sourceid>gale_proqu</sourceid><recordid>TN_cdi_proquest_journals_1698900292</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A423049283</galeid><sourcerecordid>A423049283</sourcerecordid><originalsourceid>FETCH-LOGICAL-c366a-b6aeefe8b8748d8bf1f9834d136312c5fd17ae2e4494a805651a620e703dea6a3</originalsourceid><addsrcrecordid>eNp10d1LwzAQAPAgCs4pPvs29EFFOpMmTdPHMfwYjAk68TFk7aV0dG2XtOL-eyMbuEolDwfhd5e7HELnBA8JpuI-8CkjoTpAPcJC7jEuwkPUw9gXHhaUH6MTa5cY44CErIcuZqpujMoHVZkrk9WbQVZ8gqkhOUVHWuUWznaxj94fH-bjZ2_68jQZj6ZeTDlX3oIrAA1iIUImErHQREeCsoRQTokfBzpxzYAPjEVMCRzwgCjuYwgxTUBxRfvoalu3MuW6AVvLZdmYwj0pCY9E5DqP_F-VqhxkVuiyNipeZTaWI-ZTzCJfUKe8DpVCAW7EsgCdueuWv-zwcZWt5T4adiB3ElhlcWfV21aCMzV81alqrJWTt9e2vfvfjuYf41lbX291bEprDWhZmWylzEYSLH-2L3fbd_JmK60TRQpm71f_0G8RnabT</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1698900292</pqid></control><display><type>article</type><title>Natural polarity inverted</title><source>Nature Journals Online</source><source>SpringerLink Journals - AutoHoldings</source><creator>Romanov-Michailidis, Fedor ; Rovis, Tomislav</creator><creatorcontrib>Romanov-Michailidis, Fedor ; Rovis, Tomislav</creatorcontrib><description>The concept of umpolung describes the reversal of the naturally occurring electrostatic polarization of chemical groups. It has now been used to make single mirror-image isomers of nitrogen-containing molecules. See Letter p.445 Chital amine synthesis made simpler Imines, carbon–nitrogen double bonds, act as electrophiles towards carbon nucleophiles in the synthesis of amines, but the range of synthesizable amines could be greatly extended if the carbon atom of the imine could be rendered electron-rich to allow it to act as a nucleophile towards a carbon electrophile. Li Deng and colleagues have developed a procedure that achieves just that. They report the discovery and development of new chiral phase transfer catalysts that promote highly efficient asymmetric reactions of imines and enals. The reaction provides a conceptually new and practical approach towards the synthesis of chiral amino compounds.</description><identifier>ISSN: 0028-0836</identifier><identifier>EISSN: 1476-4687</identifier><identifier>DOI: 10.1038/523417a</identifier><identifier>CODEN: NATUAS</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>639/638/403 ; 639/638/549 ; Atoms &amp; subatomic particles ; Biological activity ; Carbon ; Electric properties ; Humanities and Social Sciences ; multidisciplinary ; news-and-views ; Nitrogen ; Science</subject><ispartof>Nature (London), 2015-07, Vol.523 (7561), p.417-418</ispartof><rights>Springer Nature Limited 2015</rights><rights>COPYRIGHT 2015 Nature Publishing Group</rights><rights>Copyright Nature Publishing Group Jul 23, 2015</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c366a-b6aeefe8b8748d8bf1f9834d136312c5fd17ae2e4494a805651a620e703dea6a3</citedby><cites>FETCH-LOGICAL-c366a-b6aeefe8b8748d8bf1f9834d136312c5fd17ae2e4494a805651a620e703dea6a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1038/523417a$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1038/523417a$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27915,27916,41479,42548,51310</link.rule.ids></links><search><creatorcontrib>Romanov-Michailidis, Fedor</creatorcontrib><creatorcontrib>Rovis, Tomislav</creatorcontrib><title>Natural polarity inverted</title><title>Nature (London)</title><addtitle>Nature</addtitle><description>The concept of umpolung describes the reversal of the naturally occurring electrostatic polarization of chemical groups. It has now been used to make single mirror-image isomers of nitrogen-containing molecules. See Letter p.445 Chital amine synthesis made simpler Imines, carbon–nitrogen double bonds, act as electrophiles towards carbon nucleophiles in the synthesis of amines, but the range of synthesizable amines could be greatly extended if the carbon atom of the imine could be rendered electron-rich to allow it to act as a nucleophile towards a carbon electrophile. Li Deng and colleagues have developed a procedure that achieves just that. They report the discovery and development of new chiral phase transfer catalysts that promote highly efficient asymmetric reactions of imines and enals. The reaction provides a conceptually new and practical approach towards the synthesis of chiral amino compounds.</description><subject>639/638/403</subject><subject>639/638/549</subject><subject>Atoms &amp; subatomic particles</subject><subject>Biological activity</subject><subject>Carbon</subject><subject>Electric properties</subject><subject>Humanities and Social Sciences</subject><subject>multidisciplinary</subject><subject>news-and-views</subject><subject>Nitrogen</subject><subject>Science</subject><issn>0028-0836</issn><issn>1476-4687</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>8G5</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><sourceid>GUQSH</sourceid><sourceid>M2O</sourceid><recordid>eNp10d1LwzAQAPAgCs4pPvs29EFFOpMmTdPHMfwYjAk68TFk7aV0dG2XtOL-eyMbuEolDwfhd5e7HELnBA8JpuI-8CkjoTpAPcJC7jEuwkPUw9gXHhaUH6MTa5cY44CErIcuZqpujMoHVZkrk9WbQVZ8gqkhOUVHWuUWznaxj94fH-bjZ2_68jQZj6ZeTDlX3oIrAA1iIUImErHQREeCsoRQTokfBzpxzYAPjEVMCRzwgCjuYwgxTUBxRfvoalu3MuW6AVvLZdmYwj0pCY9E5DqP_F-VqhxkVuiyNipeZTaWI-ZTzCJfUKe8DpVCAW7EsgCdueuWv-zwcZWt5T4adiB3ElhlcWfV21aCMzV81alqrJWTt9e2vfvfjuYf41lbX291bEprDWhZmWylzEYSLH-2L3fbd_JmK60TRQpm71f_0G8RnabT</recordid><startdate>20150723</startdate><enddate>20150723</enddate><creator>Romanov-Michailidis, Fedor</creator><creator>Rovis, Tomislav</creator><general>Nature Publishing Group UK</general><general>Nature Publishing Group</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ATWCN</scope><scope>3V.</scope><scope>7QG</scope><scope>7QL</scope><scope>7QP</scope><scope>7QR</scope><scope>7RV</scope><scope>7SN</scope><scope>7SS</scope><scope>7ST</scope><scope>7T5</scope><scope>7TG</scope><scope>7TK</scope><scope>7TM</scope><scope>7TO</scope><scope>7U9</scope><scope>7X2</scope><scope>7X7</scope><scope>7XB</scope><scope>88A</scope><scope>88E</scope><scope>88G</scope><scope>88I</scope><scope>8AF</scope><scope>8AO</scope><scope>8C1</scope><scope>8FD</scope><scope>8FE</scope><scope>8FG</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>8G5</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>ARAPS</scope><scope>ATCPS</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>C1K</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>KB.</scope><scope>KB0</scope><scope>KL.</scope><scope>L6V</scope><scope>LK8</scope><scope>M0K</scope><scope>M0S</scope><scope>M1P</scope><scope>M2M</scope><scope>M2O</scope><scope>M2P</scope><scope>M7N</scope><scope>M7P</scope><scope>M7S</scope><scope>MBDVC</scope><scope>NAPCQ</scope><scope>P5Z</scope><scope>P62</scope><scope>P64</scope><scope>PATMY</scope><scope>PCBAR</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PSYQQ</scope><scope>PTHSS</scope><scope>PYCSY</scope><scope>Q9U</scope><scope>R05</scope><scope>RC3</scope><scope>S0X</scope><scope>SOI</scope></search><sort><creationdate>20150723</creationdate><title>Natural polarity inverted</title><author>Romanov-Michailidis, Fedor ; Rovis, Tomislav</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c366a-b6aeefe8b8748d8bf1f9834d136312c5fd17ae2e4494a805651a620e703dea6a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>639/638/403</topic><topic>639/638/549</topic><topic>Atoms &amp; subatomic particles</topic><topic>Biological activity</topic><topic>Carbon</topic><topic>Electric properties</topic><topic>Humanities and Social Sciences</topic><topic>multidisciplinary</topic><topic>news-and-views</topic><topic>Nitrogen</topic><topic>Science</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Romanov-Michailidis, Fedor</creatorcontrib><creatorcontrib>Rovis, Tomislav</creatorcontrib><collection>CrossRef</collection><collection>Gale In Context: Middle School</collection><collection>ProQuest Central (Corporate)</collection><collection>Animal Behavior Abstracts</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Calcium &amp; Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Nursing &amp; Allied Health Database</collection><collection>Ecology Abstracts</collection><collection>Entomology Abstracts (Full archive)</collection><collection>Environment Abstracts</collection><collection>Immunology Abstracts</collection><collection>Meteorological &amp; Geoastrophysical Abstracts</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Oncogenes and Growth Factors Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Agricultural Science Collection</collection><collection>Health &amp; Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Biology Database (Alumni Edition)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Psychology Database (Alumni)</collection><collection>Science Database (Alumni Edition)</collection><collection>STEM Database</collection><collection>ProQuest Pharma Collection</collection><collection>Public Health Database</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Research Library (Alumni Edition)</collection><collection>Materials Science &amp; Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>Advanced Technologies &amp; Aerospace Collection</collection><collection>Agricultural &amp; Environmental Science Collection</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>eLibrary</collection><collection>ProQuest Central</collection><collection>Technology Collection (ProQuest)</collection><collection>Natural Science Collection</collection><collection>Earth, Atmospheric &amp; Aquatic Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>Research Library Prep</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health &amp; Medical Complete (Alumni)</collection><collection>Materials Science Database</collection><collection>Nursing &amp; Allied Health Database (Alumni Edition)</collection><collection>Meteorological &amp; Geoastrophysical Abstracts - Academic</collection><collection>ProQuest Engineering Collection</collection><collection>ProQuest Biological Science Collection</collection><collection>Agricultural Science Database</collection><collection>Health &amp; Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Psychology Database (ProQuest)</collection><collection>Research Library</collection><collection>Science Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biological Science Database</collection><collection>Engineering Database</collection><collection>Research Library (Corporate)</collection><collection>Nursing &amp; Allied Health Premium</collection><collection>Advanced Technologies &amp; Aerospace Database</collection><collection>ProQuest Advanced Technologies &amp; Aerospace Collection</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Environmental Science Database</collection><collection>Earth, Atmospheric &amp; Aquatic 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 One Psychology</collection><collection>Engineering Collection</collection><collection>Environmental Science Collection</collection><collection>ProQuest Central Basic</collection><collection>University of Michigan</collection><collection>Genetics Abstracts</collection><collection>SIRS Editorial</collection><collection>Environment Abstracts</collection><jtitle>Nature (London)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Romanov-Michailidis, Fedor</au><au>Rovis, Tomislav</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Natural polarity inverted</atitle><jtitle>Nature (London)</jtitle><stitle>Nature</stitle><date>2015-07-23</date><risdate>2015</risdate><volume>523</volume><issue>7561</issue><spage>417</spage><epage>418</epage><pages>417-418</pages><issn>0028-0836</issn><eissn>1476-4687</eissn><coden>NATUAS</coden><abstract>The concept of umpolung describes the reversal of the naturally occurring electrostatic polarization of chemical groups. It has now been used to make single mirror-image isomers of nitrogen-containing molecules. See Letter p.445 Chital amine synthesis made simpler Imines, carbon–nitrogen double bonds, act as electrophiles towards carbon nucleophiles in the synthesis of amines, but the range of synthesizable amines could be greatly extended if the carbon atom of the imine could be rendered electron-rich to allow it to act as a nucleophile towards a carbon electrophile. Li Deng and colleagues have developed a procedure that achieves just that. They report the discovery and development of new chiral phase transfer catalysts that promote highly efficient asymmetric reactions of imines and enals. The reaction provides a conceptually new and practical approach towards the synthesis of chiral amino compounds.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><doi>10.1038/523417a</doi><tpages>2</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 0028-0836
ispartof Nature (London), 2015-07, Vol.523 (7561), p.417-418
issn 0028-0836
1476-4687
language eng
recordid cdi_proquest_journals_1698900292
source Nature Journals Online; SpringerLink Journals - AutoHoldings
subjects 639/638/403
639/638/549
Atoms & subatomic particles
Biological activity
Carbon
Electric properties
Humanities and Social Sciences
multidisciplinary
news-and-views
Nitrogen
Science
title Natural polarity inverted
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-14T21%3A00%3A53IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_proqu&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Natural%20polarity%20inverted&rft.jtitle=Nature%20(London)&rft.au=Romanov-Michailidis,%20Fedor&rft.date=2015-07-23&rft.volume=523&rft.issue=7561&rft.spage=417&rft.epage=418&rft.pages=417-418&rft.issn=0028-0836&rft.eissn=1476-4687&rft.coden=NATUAS&rft_id=info:doi/10.1038/523417a&rft_dat=%3Cgale_proqu%3EA423049283%3C/gale_proqu%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1698900292&rft_id=info:pmid/&rft_galeid=A423049283&rfr_iscdi=true