Total Synthesis of (+)-Phrymarolin I from (+)-Malic Acid
(+)-Phrymarolin I was stereoselectively synthesized from (R)-(+)-3-hydroxybutanolide that had been prepared from (+)-malic acid. The procedure is more efficient than our previous synthesis in terms of fewer reaction steps and the easier availability of the starting material.
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Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 1997, Vol.61 (4), p.660-663 |
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container_title | Bioscience, biotechnology, and biochemistry |
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creator | Okazaki, Momotoshi Ishibashi, Fumito Shuto, Yoshihiro Taniguchi, Eiji |
description | (+)-Phrymarolin I was stereoselectively synthesized from (R)-(+)-3-hydroxybutanolide that had been prepared from (+)-malic acid. The procedure is more efficient than our previous synthesis in terms of fewer reaction steps and the easier availability of the starting material. |
doi_str_mv | 10.1271/bbb.61.660 |
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The procedure is more efficient than our previous synthesis in terms of fewer reaction steps and the easier availability of the starting material.</description><subject>(+)-phrymarolin I</subject><subject>(R)-(+)-3-hydroxybutanolide</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>furofuran lignan</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>stereoselective synthesis</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><recordid>eNptkE1LAzEURYMoWKsbf8GALvxgajLJJJNlKX4UKgrWdUgyE5qSTmoypcy_N7XVlasHj3PPe1wALhEcoYKhB6XUiKIRpfAIDBAmLKecsGMwgBzRvCIlOgVnMS4hTIsSDUA195102Uffdosm2ph5k93c3-bvi9CvZPDOttk0M8Gvftav0lmdjbWtz8GJkS42F4c5BJ9Pj_PJSz57e55OxrNcE8q7HBtWVjWTBjNuqFFlUdRSSyMVx0pr3GBFdWEQU1Dx2tSVVNBQUmiVIg1leAiu9t518F-bJnZi6TehTScFIoSTouSsStTdntLBxxgaI9bBpv97gaDYNSNSM4IikZpJ8PVBKaOWzgTZahv_EommHO-c5R6zrfFhJbc-uFp0snc-_GbwP_pvavFz1A</recordid><startdate>1997</startdate><enddate>1997</enddate><creator>Okazaki, Momotoshi</creator><creator>Ishibashi, Fumito</creator><creator>Shuto, Yoshihiro</creator><creator>Taniguchi, Eiji</creator><general>Taylor & Francis</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</general><general>Oxford University Press</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>1997</creationdate><title>Total Synthesis of (+)-Phrymarolin I from (+)-Malic Acid</title><author>Okazaki, Momotoshi ; Ishibashi, Fumito ; Shuto, Yoshihiro ; Taniguchi, Eiji</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c469t-3f758d7af379f6fb522dacafab93bcc3e3b6c2f17b0b9dfd8ab0f642cbaf3e673</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>(+)-phrymarolin I</topic><topic>(R)-(+)-3-hydroxybutanolide</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>furofuran lignan</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>stereoselective synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Okazaki, Momotoshi</creatorcontrib><creatorcontrib>Ishibashi, Fumito</creatorcontrib><creatorcontrib>Shuto, Yoshihiro</creatorcontrib><creatorcontrib>Taniguchi, Eiji</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Okazaki, Momotoshi</au><au>Ishibashi, Fumito</au><au>Shuto, Yoshihiro</au><au>Taniguchi, Eiji</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Total Synthesis of (+)-Phrymarolin I from (+)-Malic Acid</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><date>1997</date><risdate>1997</risdate><volume>61</volume><issue>4</issue><spage>660</spage><epage>663</epage><pages>660-663</pages><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>(+)-Phrymarolin I was stereoselectively synthesized from (R)-(+)-3-hydroxybutanolide that had been prepared from (+)-malic acid. 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ispartof | Bioscience, biotechnology, and biochemistry, 1997, Vol.61 (4), p.660-663 |
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subjects | (+)-phrymarolin I (R)-(+)-3-hydroxybutanolide Chemistry Exact sciences and technology furofuran lignan Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Organic chemistry Preparations and properties stereoselective synthesis |
title | Total Synthesis of (+)-Phrymarolin I from (+)-Malic Acid |
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