Iron-Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4-tetrahydroquinoline-4,1′-cyclohexane] System and a Novel Rearrangement to 2,3-Dihydroindole Derivatives
Attack anti to the Fe(CO)3 group during spiroannelation (a) causes the aryl ring to be transformed into a cyclohexadiene unit. Demetallation of 1 gives either the free spiroheterocycle or a 2,3‐dihydroindole derivative. The spiroheterocyclic framework of 1 is an important component of several natura...
Gespeichert in:
Veröffentlicht in: | Angewandte Chemie International Edition 1989-12, Vol.28 (12), p.1678-1679 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1679 |
---|---|
container_issue | 12 |
container_start_page | 1678 |
container_title | Angewandte Chemie International Edition |
container_volume | 28 |
creator | Knölker, Hans-Joachim Boese, Rolaid Hartmann, Konrad |
description | Attack anti to the Fe(CO)3 group during spiroannelation (a) causes the aryl ring to be transformed into a cyclohexadiene unit. Demetallation of 1 gives either the free spiroheterocycle or a 2,3‐dihydroindole derivative. The spiroheterocyclic framework of 1 is an important component of several natural products. |
doi_str_mv | 10.1002/anie.198916781 |
format | Article |
fullrecord | <record><control><sourceid>istex_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1002_anie_198916781</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>ark_67375_WNG_ZHLJ722R_G</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3061-37a73dbaee1ea59c37f7a84f62e7cd4b77e7241aef301b4ba0a376c8ebb861c83</originalsourceid><addsrcrecordid>eNqFkM9uEzEQhy0EEqH0ytkPEAd7vVk7x6opaaoQpP4REghZs95ZYtjYrdek3RtvhMQj9Um6S6qKW08jjX7fp5kfIe8EnwjOs_fgHU7ETM9EobR4QUZimgkmlZIvyYhPFWdcS_mavGnbH31ea16MyJ9lDJ59xMpBworOHbQJI4YWG7TJ7ZBeXLsYwHtsILngaQo0bR7XX8U4G8txzhKmCJuuiuHml_OhcR5ZPhb3v_8y29kmbPAOPH6jF12v31LwFQW6Djts6DlCjOC_4xZ9Guy9kc3dP5nzVWiQzjG6HQzXtG_JqxqaFg8f5wG5-nByeXzKVp8Wy-OjFbOSF8PXoGRVAqJAmM6sVLUCnddFhspWeakUqiwXgLXkosxL4CBVYTWWpS6E1fKATPZeG0PbRqzNdXRbiJ0R3Ax1m6Fu81R3D8z2wK1rsHsmbY7Wy5P_WbZnXd_O3RML8acplFRT83m9MF9OV2cqy87NQj4AHo2Y4w</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Iron-Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4-tetrahydroquinoline-4,1′-cyclohexane] System and a Novel Rearrangement to 2,3-Dihydroindole Derivatives</title><source>Wiley Journals</source><creator>Knölker, Hans-Joachim ; Boese, Rolaid ; Hartmann, Konrad</creator><creatorcontrib>Knölker, Hans-Joachim ; Boese, Rolaid ; Hartmann, Konrad</creatorcontrib><description>Attack anti to the Fe(CO)3 group during spiroannelation (a) causes the aryl ring to be transformed into a cyclohexadiene unit. Demetallation of 1 gives either the free spiroheterocycle or a 2,3‐dihydroindole derivative. The spiroheterocyclic framework of 1 is an important component of several natural products.</description><identifier>ISSN: 0570-0833</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.198916781</identifier><language>eng</language><publisher>Zug: Hüthig & Wepf Verlag</publisher><ispartof>Angewandte Chemie International Edition, 1989-12, Vol.28 (12), p.1678-1679</ispartof><rights>Copyright © 1989 by VCH Verlagsgesellschaft mbH, Germany</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3061-37a73dbaee1ea59c37f7a84f62e7cd4b77e7241aef301b4ba0a376c8ebb861c83</citedby><cites>FETCH-LOGICAL-c3061-37a73dbaee1ea59c37f7a84f62e7cd4b77e7241aef301b4ba0a376c8ebb861c83</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%2Fanie.198916781$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.198916781$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Knölker, Hans-Joachim</creatorcontrib><creatorcontrib>Boese, Rolaid</creatorcontrib><creatorcontrib>Hartmann, Konrad</creatorcontrib><title>Iron-Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4-tetrahydroquinoline-4,1′-cyclohexane] System and a Novel Rearrangement to 2,3-Dihydroindole Derivatives</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. Chem. Int. Ed. Engl</addtitle><description>Attack anti to the Fe(CO)3 group during spiroannelation (a) causes the aryl ring to be transformed into a cyclohexadiene unit. Demetallation of 1 gives either the free spiroheterocycle or a 2,3‐dihydroindole derivative. The spiroheterocyclic framework of 1 is an important component of several natural products.</description><issn>0570-0833</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1989</creationdate><recordtype>article</recordtype><recordid>eNqFkM9uEzEQhy0EEqH0ytkPEAd7vVk7x6opaaoQpP4REghZs95ZYtjYrdek3RtvhMQj9Um6S6qKW08jjX7fp5kfIe8EnwjOs_fgHU7ETM9EobR4QUZimgkmlZIvyYhPFWdcS_mavGnbH31ea16MyJ9lDJ59xMpBworOHbQJI4YWG7TJ7ZBeXLsYwHtsILngaQo0bR7XX8U4G8txzhKmCJuuiuHml_OhcR5ZPhb3v_8y29kmbPAOPH6jF12v31LwFQW6Djts6DlCjOC_4xZ9Guy9kc3dP5nzVWiQzjG6HQzXtG_JqxqaFg8f5wG5-nByeXzKVp8Wy-OjFbOSF8PXoGRVAqJAmM6sVLUCnddFhspWeakUqiwXgLXkosxL4CBVYTWWpS6E1fKATPZeG0PbRqzNdXRbiJ0R3Ax1m6Fu81R3D8z2wK1rsHsmbY7Wy5P_WbZnXd_O3RML8acplFRT83m9MF9OV2cqy87NQj4AHo2Y4w</recordid><startdate>198912</startdate><enddate>198912</enddate><creator>Knölker, Hans-Joachim</creator><creator>Boese, Rolaid</creator><creator>Hartmann, Konrad</creator><general>Hüthig & Wepf Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>198912</creationdate><title>Iron-Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4-tetrahydroquinoline-4,1′-cyclohexane] System and a Novel Rearrangement to 2,3-Dihydroindole Derivatives</title><author>Knölker, Hans-Joachim ; Boese, Rolaid ; Hartmann, Konrad</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3061-37a73dbaee1ea59c37f7a84f62e7cd4b77e7241aef301b4ba0a376c8ebb861c83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1989</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Knölker, Hans-Joachim</creatorcontrib><creatorcontrib>Boese, Rolaid</creatorcontrib><creatorcontrib>Hartmann, Konrad</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Knölker, Hans-Joachim</au><au>Boese, Rolaid</au><au>Hartmann, Konrad</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Iron-Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4-tetrahydroquinoline-4,1′-cyclohexane] System and a Novel Rearrangement to 2,3-Dihydroindole Derivatives</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed. Engl</addtitle><date>1989-12</date><risdate>1989</risdate><volume>28</volume><issue>12</issue><spage>1678</spage><epage>1679</epage><pages>1678-1679</pages><issn>0570-0833</issn><eissn>1521-3773</eissn><abstract>Attack anti to the Fe(CO)3 group during spiroannelation (a) causes the aryl ring to be transformed into a cyclohexadiene unit. Demetallation of 1 gives either the free spiroheterocycle or a 2,3‐dihydroindole derivative. The spiroheterocyclic framework of 1 is an important component of several natural products.</abstract><cop>Zug</cop><pub>Hüthig & Wepf Verlag</pub><doi>10.1002/anie.198916781</doi><tpages>2</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0570-0833 |
ispartof | Angewandte Chemie International Edition, 1989-12, Vol.28 (12), p.1678-1679 |
issn | 0570-0833 1521-3773 |
language | eng |
recordid | cdi_crossref_primary_10_1002_anie_198916781 |
source | Wiley Journals |
title | Iron-Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4-tetrahydroquinoline-4,1′-cyclohexane] System and a Novel Rearrangement to 2,3-Dihydroindole Derivatives |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-24T00%3A57%3A04IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-istex_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Iron-Mediated%20Diastereoselective%20Spiroannelation%20to%20the%20Spiro%5B1,2,3,4-tetrahydroquinoline-4,1%E2%80%B2-cyclohexane%5D%20System%20and%20a%20Novel%20Rearrangement%20to%202,3-Dihydroindole%20Derivatives&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Kn%C3%B6lker,%20Hans-Joachim&rft.date=1989-12&rft.volume=28&rft.issue=12&rft.spage=1678&rft.epage=1679&rft.pages=1678-1679&rft.issn=0570-0833&rft.eissn=1521-3773&rft_id=info:doi/10.1002/anie.198916781&rft_dat=%3Cistex_cross%3Eark_67375_WNG_ZHLJ722R_G%3C/istex_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |