Intramolecular Cyclisation of Phenolic Oximes, III.A Synthesis of cis-cis-Aerothionin
Cis‐cis‐aerothionin has been synthesised by oxidative cyclisation of the diphenolic dioxime 4 with 2,4,4,6‐tetrabromocyclohexa‐2,5‐dienone followed by reduction with sodium tetrahydroborate. Certain methyl ethers react with cold pyridine giving misleading results when this solvent is used for 1H‐NMR...
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| Veröffentlicht in: | Justus Liebigs Annalen der Chemie 1978-03, Vol.1978 (1), p.66-73 |
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| container_end_page | 73 |
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| container_issue | 1 |
| container_start_page | 66 |
| container_title | Justus Liebigs Annalen der Chemie |
| container_volume | 1978 |
| creator | Forrester, Alexander R. Thomson, Ronald H. Woo, Soo-On |
| description | Cis‐cis‐aerothionin has been synthesised by oxidative cyclisation of the diphenolic dioxime 4 with 2,4,4,6‐tetrabromocyclohexa‐2,5‐dienone followed by reduction with sodium tetrahydroborate. Certain methyl ethers react with cold pyridine giving misleading results when this solvent is used for 1H‐NMR spectroscopy.
Intramolekulare Cyclisierung von phenolischen Oximen, III. — Synthese von cis‐cis‐Aerothionin
Cis‐cis‐Aerothionin wurde durch oxidative Cyclisierung des diphenolischen Dioxims 4 mit 2,4,4,6‐Tetrabromcyclohexa‐2,5‐dienon und nachfolgender Reduktion mit Natriumtetra‐hydroborat synthetisiert. Einige der Methylether reagieren mit kaltem Pyridin und geben daher irreführende Daten bei der 1H‐NMR‐Spektroskopie, wenn dieses Lösungsmittel verwendet wird. |
| doi_str_mv | 10.1002/jlac.197819780108 |
| format | Article |
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Intramolekulare Cyclisierung von phenolischen Oximen, III. — Synthese von cis‐cis‐Aerothionin
Cis‐cis‐Aerothionin wurde durch oxidative Cyclisierung des diphenolischen Dioxims 4 mit 2,4,4,6‐Tetrabromcyclohexa‐2,5‐dienon und nachfolgender Reduktion mit Natriumtetra‐hydroborat synthetisiert. Einige der Methylether reagieren mit kaltem Pyridin und geben daher irreführende Daten bei der 1H‐NMR‐Spektroskopie, wenn dieses Lösungsmittel verwendet wird.</description><identifier>ISSN: 0075-4617</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/jlac.197819780108</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><ispartof>Justus Liebigs Annalen der Chemie, 1978-03, Vol.1978 (1), p.66-73</ispartof><rights>Copyright © 1978 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3208-cf985decfcfb237a9506b53b09144473450c346449d9e7a81df12e7f925a201b3</citedby><cites>FETCH-LOGICAL-c3208-cf985decfcfb237a9506b53b09144473450c346449d9e7a81df12e7f925a201b3</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%2Fjlac.197819780108$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjlac.197819780108$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>315,782,786,1419,27931,27932,45581,45582</link.rule.ids></links><search><creatorcontrib>Forrester, Alexander R.</creatorcontrib><creatorcontrib>Thomson, Ronald H.</creatorcontrib><creatorcontrib>Woo, Soo-On</creatorcontrib><title>Intramolecular Cyclisation of Phenolic Oximes, III.A Synthesis of cis-cis-Aerothionin</title><title>Justus Liebigs Annalen der Chemie</title><addtitle>Justus Liebigs Ann. Chem</addtitle><description>Cis‐cis‐aerothionin has been synthesised by oxidative cyclisation of the diphenolic dioxime 4 with 2,4,4,6‐tetrabromocyclohexa‐2,5‐dienone followed by reduction with sodium tetrahydroborate. Certain methyl ethers react with cold pyridine giving misleading results when this solvent is used for 1H‐NMR spectroscopy.
Intramolekulare Cyclisierung von phenolischen Oximen, III. — Synthese von cis‐cis‐Aerothionin
Cis‐cis‐Aerothionin wurde durch oxidative Cyclisierung des diphenolischen Dioxims 4 mit 2,4,4,6‐Tetrabromcyclohexa‐2,5‐dienon und nachfolgender Reduktion mit Natriumtetra‐hydroborat synthetisiert. Einige der Methylether reagieren mit kaltem Pyridin und geben daher irreführende Daten bei der 1H‐NMR‐Spektroskopie, wenn dieses Lösungsmittel verwendet wird.</description><issn>0075-4617</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1978</creationdate><recordtype>article</recordtype><recordid>eNqFkM1Kw0AURgdRsFYfwF0ewNQ7_5mVhKBtpFjBli6HyXRCR9NEMhGbt7ehIuLGxcfd3HMWB6FrDBMMQG5fK2MnWMlkGGBITtAIg1IxCAWnaAQgecwElufoIoRXAEY5JSO0yuuuNbumcvajMm2U9bbywXS-qaOmjJ63rm4qb6PF3u9cuInyPJ-k0Utfd1sXfBh-rA_xsNS1Tbc9gL6-RGelqYK7-r5jtHq4X2azeL6Y5lk6jy0lkMS2VAnfOFvasiBUGsVBFJwWoDBjTFLGwVImGFMb5aRJ8KbExMlSEW4I4IKOET56bduE0LpSv7d-Z9peY9BDFz100b-7HJi7I_PpK9f_D-jHeZr9McRHgw-d2_8YTPumhaSS6_XTVJOlACZmQq_pF52dd44</recordid><startdate>19780315</startdate><enddate>19780315</enddate><creator>Forrester, Alexander R.</creator><creator>Thomson, Ronald H.</creator><creator>Woo, Soo-On</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19780315</creationdate><title>Intramolecular Cyclisation of Phenolic Oximes, III.A Synthesis of cis-cis-Aerothionin</title><author>Forrester, Alexander R. ; Thomson, Ronald H. ; Woo, Soo-On</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3208-cf985decfcfb237a9506b53b09144473450c346449d9e7a81df12e7f925a201b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1978</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Forrester, Alexander R.</creatorcontrib><creatorcontrib>Thomson, Ronald H.</creatorcontrib><creatorcontrib>Woo, Soo-On</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Justus Liebigs Annalen der Chemie</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Forrester, Alexander R.</au><au>Thomson, Ronald H.</au><au>Woo, Soo-On</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Intramolecular Cyclisation of Phenolic Oximes, III.A Synthesis of cis-cis-Aerothionin</atitle><jtitle>Justus Liebigs Annalen der Chemie</jtitle><addtitle>Justus Liebigs Ann. Chem</addtitle><date>1978-03-15</date><risdate>1978</risdate><volume>1978</volume><issue>1</issue><spage>66</spage><epage>73</epage><pages>66-73</pages><issn>0075-4617</issn><eissn>1099-0690</eissn><abstract>Cis‐cis‐aerothionin has been synthesised by oxidative cyclisation of the diphenolic dioxime 4 with 2,4,4,6‐tetrabromocyclohexa‐2,5‐dienone followed by reduction with sodium tetrahydroborate. Certain methyl ethers react with cold pyridine giving misleading results when this solvent is used for 1H‐NMR spectroscopy.
Intramolekulare Cyclisierung von phenolischen Oximen, III. — Synthese von cis‐cis‐Aerothionin
Cis‐cis‐Aerothionin wurde durch oxidative Cyclisierung des diphenolischen Dioxims 4 mit 2,4,4,6‐Tetrabromcyclohexa‐2,5‐dienon und nachfolgender Reduktion mit Natriumtetra‐hydroborat synthetisiert. Einige der Methylether reagieren mit kaltem Pyridin und geben daher irreführende Daten bei der 1H‐NMR‐Spektroskopie, wenn dieses Lösungsmittel verwendet wird.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/jlac.197819780108</doi><tpages>8</tpages></addata></record> |
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| title | Intramolecular Cyclisation of Phenolic Oximes, III.A Synthesis of cis-cis-Aerothionin |
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