Synthesis and absolute configuration of (+)-gonyauline: modulating substance of bioluminescent circadian rhythm in the unicellular alga Gonyaulax polyedra
Gonyauline, cis-2-(dimethylsulfonio)cyclopropanecarboxylate, an endogenous period-shortening substance of bioluminescent circadian rhythm of the dinoflagellate Gonyaulax polyedra was synthesized from (+)-2-methylthio-1,2-trans-cyclopropanedicarboyxlic acid (3a) and the absolute configuration was est...
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Veröffentlicht in: | Tetrahedron letters 1992-05, Vol.33 (20), p.2821-2822 |
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creator | Nakamura, H Ohtoshi, M Sampei, O Akashi, Y Murai, A |
description | Gonyauline, cis-2-(dimethylsulfonio)cyclopropanecarboxylate, an endogenous period-shortening substance of bioluminescent circadian rhythm of the dinoflagellate Gonyaulax polyedra was synthesized from (+)-2-methylthio-1,2-trans-cyclopropanedicarboyxlic acid (3a) and the absolute configuration was established as 1R,2R. |
doi_str_mv | 10.1016/S0040-4039(00)78868-X |
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Ohtoshi, M ; Sampei, O ; Akashi, Y ; Murai, A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-f138t-838b900452b7367cf2297274ecd5590599384232b31fb1b00029ac425d78caed3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>algae and seaweeds</topic><topic>Alicyclic compounds</topic><topic>Alicyclic compounds, terpenoids, prostaglandins, steroids</topic><topic>chemical constituents of plants</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Organic chemistry</topic><topic>period shortening substances</topic><topic>Preparations and properties</topic><topic>stereochemistry</topic><topic>synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nakamura, H</creatorcontrib><creatorcontrib>Ohtoshi, M</creatorcontrib><creatorcontrib>Sampei, O</creatorcontrib><creatorcontrib>Akashi, Y</creatorcontrib><creatorcontrib>Murai, A</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nakamura, H</au><au>Ohtoshi, M</au><au>Sampei, O</au><au>Akashi, Y</au><au>Murai, A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and absolute configuration of (+)-gonyauline: modulating substance of bioluminescent circadian rhythm in the unicellular alga Gonyaulax polyedra</atitle><jtitle>Tetrahedron letters</jtitle><date>1992-05-12</date><risdate>1992</risdate><volume>33</volume><issue>20</issue><spage>2821</spage><epage>2822</epage><pages>2821-2822</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><coden>TELEAY</coden><abstract>Gonyauline, cis-2-(dimethylsulfonio)cyclopropanecarboxylate, an endogenous period-shortening substance of bioluminescent circadian rhythm of the dinoflagellate Gonyaulax polyedra was synthesized from (+)-2-methylthio-1,2-trans-cyclopropanedicarboyxlic acid (3a) and the absolute configuration was established as 1R,2R.</abstract><cop>Oxford</cop><pub>Elsevier</pub><doi>10.1016/S0040-4039(00)78868-X</doi><tpages>2</tpages></addata></record> |
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subjects | algae and seaweeds Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids chemical constituents of plants Chemistry Exact sciences and technology Organic chemistry period shortening substances Preparations and properties stereochemistry synthesis |
title | Synthesis and absolute configuration of (+)-gonyauline: modulating substance of bioluminescent circadian rhythm in the unicellular alga Gonyaulax polyedra |
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