Syntheses of 3-Oxa-OPC and 2-Fluoro-OPC Homologues
Synopsis: 3-Oxa-OPC and 2-fluoro-OPC homologues which do not undergo β-oxidation were synthesized from esters of odd-numbered OPC homologues by a short-step procedure. The 3-oxa-OPC homologues were synthesized via etherification of an alcohol with tert-butyl bromoacetate under phase-transfer conditi...
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| Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 1998, Vol.62 (4), p.689-694, Article 689 |
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| container_end_page | 694 |
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| container_issue | 4 |
| container_start_page | 689 |
| container_title | Bioscience, biotechnology, and biochemistry |
| container_volume | 62 |
| creator | TOSHIMA, Hiroaki FUJINO, Yumiko ICHIHARA, Akitami KODA, Yasunori KIKUTA, Yoshio |
| description | Synopsis: 3-Oxa-OPC and 2-fluoro-OPC homologues which do not undergo β-oxidation were synthesized from esters of odd-numbered OPC homologues by a short-step procedure. The 3-oxa-OPC homologues were synthesized via etherification of an alcohol with tert-butyl bromoacetate under phase-transfer conditions. The 2-fluoro-OPC homologues were synthesized via the addition of the trichloromethyl anion to an aldehyde and subsequent fluorination. |
| doi_str_mv | 10.1271/bbb.62.689 |
| format | Article |
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The 3-oxa-OPC homologues were synthesized via etherification of an alcohol with tert-butyl bromoacetate under phase-transfer conditions. 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The 3-oxa-OPC homologues were synthesized via etherification of an alcohol with tert-butyl bromoacetate under phase-transfer conditions. The 2-fluoro-OPC homologues were synthesized via the addition of the trichloromethyl anion to an aldehyde and subsequent fluorination.</description><subject>Alicyclic compounds</subject><subject>Alicyclic compounds, terpenoids, prostaglandins, steroids</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>jasmonic acid</subject><subject>jasmonoid</subject><subject>octadecanoid</subject><subject>OPC</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>β-oxidation</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1998</creationdate><recordtype>article</recordtype><recordid>eNpt0F1LwzAUBuAgis6PG3-ADPRChM6cfPdShlNBmDDvQ9qmWkkbTVp0_97MTQXxKnB4znnDi9Ax4AkQCZdFUUwEmQiVb6ERUCYzkTO5jUY4B5EpxmEP7cf4gnEacNhFe0TSnHAuRogsll3_bKONY1-PaTb_MNn8YTo2XTUm2cwNPvivwa1vvfNPg42HaKc2LtqjzXuAFrPrx-ltdj-_uZte3WelANFnluQgCdSEUIsZ5xLXRcW4MqXEBHBNia0Es1iBksBxIYgQANTw5EDRA3S-vvoa_FtK7XXbxNI6Zzrrh6hBYcqYIIwnevqHvvghdOlvGhjLGVEAeVIXa1UGH2OwtX4NTWvCUgPWqx516lELolOPCZ9sTg5Fa6sf-l1cAmcbYGJpXB1MVzbx11GsmFzdwX9Cy6Y3feO7PpjG_R_N1ytNV_vQmncfXKV7s3Q-fMfQf_Y-ASrrmAs</recordid><startdate>1998</startdate><enddate>1998</enddate><creator>TOSHIMA, Hiroaki</creator><creator>FUJINO, Yumiko</creator><creator>ICHIHARA, Akitami</creator><creator>KODA, Yasunori</creator><creator>KIKUTA, Yoshio</creator><general>Japan Society for Bioscience, Biotechnology, and Agrochemistry</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</general><general>Oxford University Press</general><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>1998</creationdate><title>Syntheses of 3-Oxa-OPC and 2-Fluoro-OPC Homologues</title><author>TOSHIMA, Hiroaki ; FUJINO, Yumiko ; ICHIHARA, Akitami ; KODA, Yasunori ; KIKUTA, Yoshio</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c616t-e291721f223e045570fbd458ac70210f32ed64e08187150b6266113a50fb183</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1998</creationdate><topic>Alicyclic compounds</topic><topic>Alicyclic compounds, terpenoids, prostaglandins, steroids</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>jasmonic acid</topic><topic>jasmonoid</topic><topic>octadecanoid</topic><topic>OPC</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>β-oxidation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>TOSHIMA, Hiroaki</creatorcontrib><creatorcontrib>FUJINO, Yumiko</creatorcontrib><creatorcontrib>ICHIHARA, Akitami</creatorcontrib><creatorcontrib>KODA, Yasunori</creatorcontrib><creatorcontrib>KIKUTA, Yoshio</creatorcontrib><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>TOSHIMA, Hiroaki</au><au>FUJINO, Yumiko</au><au>ICHIHARA, Akitami</au><au>KODA, Yasunori</au><au>KIKUTA, Yoshio</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Syntheses of 3-Oxa-OPC and 2-Fluoro-OPC Homologues</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>1998</date><risdate>1998</risdate><volume>62</volume><issue>4</issue><spage>689</spage><epage>694</epage><pages>689-694</pages><artnum>689</artnum><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>Synopsis: 3-Oxa-OPC and 2-fluoro-OPC homologues which do not undergo β-oxidation were synthesized from esters of odd-numbered OPC homologues by a short-step procedure. 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| identifier | ISSN: 0916-8451 |
| ispartof | Bioscience, biotechnology, and biochemistry, 1998, Vol.62 (4), p.689-694, Article 689 |
| issn | 0916-8451 1347-6947 |
| language | eng |
| recordid | cdi_crossref_citationtrail_10_1271_bbb_62_689 |
| source | J-STAGE Free; Oxford University Press Journals All Titles (1996-Current); Freely Accessible Japanese Titles; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Exact sciences and technology jasmonic acid jasmonoid octadecanoid OPC Organic chemistry Preparations and properties β-oxidation |
| title | Syntheses of 3-Oxa-OPC and 2-Fluoro-OPC Homologues |
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