Enantioselective Synthesis of the α-Pyrone Subunit of Verrucosidin
4-Methoxyl-6-[(1S)-1-(trimethylsilyloxy)-1-methyl-2-oxobutyl]-3, 5-dimethyl-2H-pyran-2-one (4), a key α-pyrone subunit for the synthesis of verrucosidin (1), has been prepared from 6-ethyl-4-hydroxy-3, 5-dimethyl-2H-pyran-2-one (5) in an enantiomerically pure form.
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1993/08/15, Vol.41(8), pp.1358-1361 |
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| container_title | Chemical & pharmaceutical bulletin |
| container_volume | 41 |
| creator | HATAYAMA, Susumi OCHI, Noriko TAKANO, Seiichi |
| description | 4-Methoxyl-6-[(1S)-1-(trimethylsilyloxy)-1-methyl-2-oxobutyl]-3, 5-dimethyl-2H-pyran-2-one (4), a key α-pyrone subunit for the synthesis of verrucosidin (1), has been prepared from 6-ethyl-4-hydroxy-3, 5-dimethyl-2H-pyran-2-one (5) in an enantiomerically pure form. |
| doi_str_mv | 10.1248/cpb.41.1358 |
| format | Article |
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Bull.</addtitle><description>4-Methoxyl-6-[(1S)-1-(trimethylsilyloxy)-1-methyl-2-oxobutyl]-3, 5-dimethyl-2H-pyran-2-one (4), a key α-pyrone subunit for the synthesis of verrucosidin (1), has been prepared from 6-ethyl-4-hydroxy-3, 5-dimethyl-2H-pyran-2-one (5) in an enantiomerically pure form.</description><subject>Chemistry</subject><subject>enantioselective synthesis</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</subject><subject>mycotoxin</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Sharpless asymmetric epoxidation</subject><subject>verrucosidin</subject><subject>α-pyrone</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><recordid>eNpFj8tKAzEUhoMoWKsrX2AW7mRqTpJJpkup9QIFBS_bkKSJTRkzJckIfSxfxGdyhpa6yQl83_kPP0KXgCdAWH1jNnrCYAK0qo_QCCgTZUUIPUYjjPG0JJTTU3SW0hpjUmFBR2g2Dypk3ybbWJP9ty1etyGvbPKpaF3R_4rfn_JlG9vQo053wecBfNgYO9Mmv_ThHJ041SR7sZ9j9H4_f5s9lovnh6fZ7aI0rOa5BEqxYP1ZB1gTJWqMHbGKMwbULYkGAURTbCixXDnhKuDCas4Vr4QwGtMxut7lmtimFK2Tm-i_VNxKwHLoL_v-koEc-vf21c7eqGRU46IKxqfDCp0CY4z32t1OW6esPu2Bq5i9aewQCdOqHmL3z5D-j1cqShvoH5cGcuo</recordid><startdate>1993</startdate><enddate>1993</enddate><creator>HATAYAMA, Susumi</creator><creator>OCHI, Noriko</creator><creator>TAKANO, Seiichi</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>1993</creationdate><title>Enantioselective Synthesis of the α-Pyrone Subunit of Verrucosidin</title><author>HATAYAMA, Susumi ; OCHI, Noriko ; TAKANO, Seiichi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c486t-133074507f10b2a7800f2ea64413fd2b1712b30c32e6af7f5167eb66a6577cb03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>Chemistry</topic><topic>enantioselective synthesis</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>mycotoxin</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Sharpless asymmetric epoxidation</topic><topic>verrucosidin</topic><topic>α-pyrone</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>HATAYAMA, Susumi</creatorcontrib><creatorcontrib>OCHI, Noriko</creatorcontrib><creatorcontrib>TAKANO, Seiichi</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>HATAYAMA, Susumi</au><au>OCHI, Noriko</au><au>TAKANO, Seiichi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enantioselective Synthesis of the α-Pyrone Subunit of Verrucosidin</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. 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| ispartof | Chemical and Pharmaceutical Bulletin, 1993/08/15, Vol.41(8), pp.1358-1361 |
| issn | 0009-2363 1347-5223 |
| language | eng |
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| source | J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Free Full-Text Journals in Chemistry |
| subjects | Chemistry enantioselective synthesis Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives mycotoxin Organic chemistry Preparations and properties Sharpless asymmetric epoxidation verrucosidin α-pyrone |
| title | Enantioselective Synthesis of the α-Pyrone Subunit of Verrucosidin |
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