Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin
The chiral organocatalyst bisflavin 1 catalyzes the asymmetric Baeyer–Villiger reaction of cyclobutanones with H2O2 (see scheme). The corresponding lactones are obtained with up to 74 % ee.
Gespeichert in:
Veröffentlicht in: | Angewandte Chemie International Edition 2002-07, Vol.41 (13), p.2366-2368 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2368 |
---|---|
container_issue | 13 |
container_start_page | 2366 |
container_title | Angewandte Chemie International Edition |
container_volume | 41 |
creator | Murahashi, Shun-Ichi Ono, Satoshi Imada, Yasushi |
description | The chiral organocatalyst bisflavin 1 catalyzes the asymmetric Baeyer–Villiger reaction of cyclobutanones with H2O2 (see scheme). The corresponding lactones are obtained with up to 74 % ee. |
doi_str_mv | 10.1002/1521-3773(20020703)41:13<2366::AID-ANIE2366>3.0.CO;2-S |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_72044665</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>72044665</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4086-389551b3aa5efae56145d4fb288e7c063f0c4431ee83ced771663b20183577b83</originalsourceid><addsrcrecordid>eNqVkV9v0zAUxSMEYmPwFZCfEDyk2PG_rEyT2jC2SiOdGAwkHq6c5KYzJM2w023h0-OqXXnigSf7Wse_e3ROFB0zOmKUJm-ZTFjMteavkzBSTfkbwcaMHyVcqfF4MnsfT_LZyXo65iM6yubvkvjyUbS_-_g43AXnsU4l24ueef8jgNKUqqfRHksSyuWh2I8WEz-0LfbOlmRqcEAXX9mmsQt05BOasrfdktzZ_pqcDZXrFrgkF-i6e1shyUxvmuE3VqQYiCF5d4sNuWjM0rg4u7bONGRqfd2YW7t8Hj2pTePxxfY8iL58OPmcncXn89NZNjmPS0FTFfP0UEpWcGMk1galYkJWoi6CcdQlVbympRCcIaa8xEprphQvEspSLrUuUn4Qvdpwb1z3a4W-h9b6EpvgCruVB51QIZSSQXi1EZau895hDTfOtsYNwCisK4B1krBOEh4qAMGAhTGEDhAqgIcKgAOFbA4JXAbwy62DVdFi9Re7zTwIvm8Ed7bB4T_X_mPr7i3Q4w3d-h7vd3TjfoLSXEv4mp9CPs2yXH3L4CP_A8sTr90</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>72044665</pqid></control><display><type>article</type><title>Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Murahashi, Shun-Ichi ; Ono, Satoshi ; Imada, Yasushi</creator><creatorcontrib>Murahashi, Shun-Ichi ; Ono, Satoshi ; Imada, Yasushi</creatorcontrib><description>The chiral organocatalyst bisflavin 1 catalyzes the asymmetric Baeyer–Villiger reaction of cyclobutanones with H2O2 (see scheme). The corresponding lactones are obtained with up to 74 % ee.</description><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/1521-3773(20020703)41:13<2366::AID-ANIE2366>3.0.CO;2-S</identifier><identifier>PMID: 12203594</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag GmbH</publisher><subject>asymmetric catalysis ; biomimetic synthesis ; enantioselectivity ; lactones ; oxidation</subject><ispartof>Angewandte Chemie International Edition, 2002-07, Vol.41 (13), p.2366-2368</ispartof><rights>2002 WILEY‐VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c4086-389551b3aa5efae56145d4fb288e7c063f0c4431ee83ced771663b20183577b83</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2F1521-3773%2820020703%2941%3A13%3C2366%3A%3AAID-ANIE2366%3E3.0.CO%3B2-S$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2F1521-3773%2820020703%2941%3A13%3C2366%3A%3AAID-ANIE2366%3E3.0.CO%3B2-S$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12203594$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Murahashi, Shun-Ichi</creatorcontrib><creatorcontrib>Ono, Satoshi</creatorcontrib><creatorcontrib>Imada, Yasushi</creatorcontrib><title>Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin</title><title>Angewandte Chemie International Edition</title><addtitle>Angewandte Chemie International Edition</addtitle><description>The chiral organocatalyst bisflavin 1 catalyzes the asymmetric Baeyer–Villiger reaction of cyclobutanones with H2O2 (see scheme). The corresponding lactones are obtained with up to 74 % ee.</description><subject>asymmetric catalysis</subject><subject>biomimetic synthesis</subject><subject>enantioselectivity</subject><subject>lactones</subject><subject>oxidation</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><recordid>eNqVkV9v0zAUxSMEYmPwFZCfEDyk2PG_rEyT2jC2SiOdGAwkHq6c5KYzJM2w023h0-OqXXnigSf7Wse_e3ROFB0zOmKUJm-ZTFjMteavkzBSTfkbwcaMHyVcqfF4MnsfT_LZyXo65iM6yubvkvjyUbS_-_g43AXnsU4l24ueef8jgNKUqqfRHksSyuWh2I8WEz-0LfbOlmRqcEAXX9mmsQt05BOasrfdktzZ_pqcDZXrFrgkF-i6e1shyUxvmuE3VqQYiCF5d4sNuWjM0rg4u7bONGRqfd2YW7t8Hj2pTePxxfY8iL58OPmcncXn89NZNjmPS0FTFfP0UEpWcGMk1galYkJWoi6CcdQlVbympRCcIaa8xEprphQvEspSLrUuUn4Qvdpwb1z3a4W-h9b6EpvgCruVB51QIZSSQXi1EZau895hDTfOtsYNwCisK4B1krBOEh4qAMGAhTGEDhAqgIcKgAOFbA4JXAbwy62DVdFi9Re7zTwIvm8Ed7bB4T_X_mPr7i3Q4w3d-h7vd3TjfoLSXEv4mp9CPs2yXH3L4CP_A8sTr90</recordid><startdate>20020703</startdate><enddate>20020703</enddate><creator>Murahashi, Shun-Ichi</creator><creator>Ono, Satoshi</creator><creator>Imada, Yasushi</creator><general>WILEY-VCH Verlag GmbH</general><general>WILEY‐VCH Verlag GmbH</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20020703</creationdate><title>Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin</title><author>Murahashi, Shun-Ichi ; Ono, Satoshi ; Imada, Yasushi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4086-389551b3aa5efae56145d4fb288e7c063f0c4431ee83ced771663b20183577b83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>asymmetric catalysis</topic><topic>biomimetic synthesis</topic><topic>enantioselectivity</topic><topic>lactones</topic><topic>oxidation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Murahashi, Shun-Ichi</creatorcontrib><creatorcontrib>Ono, Satoshi</creatorcontrib><creatorcontrib>Imada, Yasushi</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Murahashi, Shun-Ichi</au><au>Ono, Satoshi</au><au>Imada, Yasushi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angewandte Chemie International Edition</addtitle><date>2002-07-03</date><risdate>2002</risdate><volume>41</volume><issue>13</issue><spage>2366</spage><epage>2368</epage><pages>2366-2368</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>The chiral organocatalyst bisflavin 1 catalyzes the asymmetric Baeyer–Villiger reaction of cyclobutanones with H2O2 (see scheme). The corresponding lactones are obtained with up to 74 % ee.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag GmbH</pub><pmid>12203594</pmid><doi>10.1002/1521-3773(20020703)41:13<2366::AID-ANIE2366>3.0.CO;2-S</doi><tpages>3</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1433-7851 |
ispartof | Angewandte Chemie International Edition, 2002-07, Vol.41 (13), p.2366-2368 |
issn | 1433-7851 1521-3773 |
language | eng |
recordid | cdi_proquest_miscellaneous_72044665 |
source | Wiley Online Library Journals Frontfile Complete |
subjects | asymmetric catalysis biomimetic synthesis enantioselectivity lactones oxidation |
title | Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-21T13%3A29%3A02IST&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=Asymmetric%20Baeyer-Villiger%20Reaction%20with%20Hydrogen%20Peroxide%20Catalyzed%20by%20a%20Novel%20Planar-Chiral%20Bisflavin&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Murahashi,%20Shun-Ichi&rft.date=2002-07-03&rft.volume=41&rft.issue=13&rft.spage=2366&rft.epage=2368&rft.pages=2366-2368&rft.issn=1433-7851&rft.eissn=1521-3773&rft_id=info:doi/10.1002/1521-3773(20020703)41:13%3C2366::AID-ANIE2366%3E3.0.CO;2-S&rft_dat=%3Cproquest_cross%3E72044665%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=72044665&rft_id=info:pmid/12203594&rfr_iscdi=true |