Stereoselective Total Synthesis of Crassalactone A, a Natural Cytotoxic Styryl Lactone
A stereoselective total synthesis of a naturally occurring cytotoxic styryl lactone, crassalactone A (1), has been accomplished. The synthesis involves (−)‐diisopropyl D‐tartrate as the starting material, and the stereoselective additions of Grignard reagent and MeNO2 to two chiral aldehyde intermed...
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Veröffentlicht in: | Helvetica chimica acta 2015-04, Vol.98 (4), p.509-514 |
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creator | Raghavendar Reddy, Parigi Das, Biswanath |
description | A stereoselective total synthesis of a naturally occurring cytotoxic styryl lactone, crassalactone A (1), has been accomplished. The synthesis involves (−)‐diisopropyl D‐tartrate as the starting material, and the stereoselective additions of Grignard reagent and MeNO2 to two chiral aldehyde intermediates as the key steps. |
doi_str_mv | 10.1002/hlca.201400237 |
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The synthesis involves (−)‐diisopropyl D‐tartrate as the starting material, and the stereoselective additions of Grignard reagent and MeNO2 to two chiral aldehyde intermediates as the key steps.</description><subject>(−)-Diisopropyl D-tartrate</subject><subject>Crassalactone A</subject><subject>Cytotoxicity</subject><subject>Grignard reaction</subject><subject>Methane</subject><subject>Methane, nitro</subject><subject>nitro</subject><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkEFPwjAUgBujiYhePTfx6vB1Y-16JIuAyYKGoRguTSldGE6KbVH27x2ZMd48NS_5vveaD6FrAj0CEN6tKyV7IZB-M0TsBHVIHIZBSFl8ijoAJAmA8NdzdOHcBgA4B9ZBL7nXVhunK618-anxzHhZ4bze-rV2pcOmwKmVzslKKm-2Gg9uscQT6fe24dLaG28OpcK5r21d4aylLtFZISunr37eLnoe3s_ScZA9jh7SQRaoKI5ZECehIoqTKKQ0LFZMQcKhkJQpzpZUJZxTpinhfFUQJhPOEg1FTJeS6T6QlY666Kbdu7PmY6-dFxuzt9vmpCCURREjTYuG6rWUssY5qwuxs-W7tLUgII7txLGd-G3XCLwVvspK1__QYpylg79u0Lql8_rw60r7JpofsVjMJyMxzZ4W-WI-FcPoG1jLghU</recordid><startdate>201504</startdate><enddate>201504</enddate><creator>Raghavendar Reddy, Parigi</creator><creator>Das, Biswanath</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QO</scope><scope>7T7</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>201504</creationdate><title>Stereoselective Total Synthesis of Crassalactone A, a Natural Cytotoxic Styryl Lactone</title><author>Raghavendar Reddy, Parigi ; Das, Biswanath</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3557-582c1c9132662fd7c0890fa67c97b6c89967e6199df17a8978e0f56ba7e401de3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>(−)-Diisopropyl D-tartrate</topic><topic>Crassalactone A</topic><topic>Cytotoxicity</topic><topic>Grignard reaction</topic><topic>Methane</topic><topic>Methane, nitro</topic><topic>nitro</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Raghavendar Reddy, Parigi</creatorcontrib><creatorcontrib>Das, Biswanath</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Raghavendar Reddy, Parigi</au><au>Das, Biswanath</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stereoselective Total Synthesis of Crassalactone A, a Natural Cytotoxic Styryl Lactone</atitle><jtitle>Helvetica chimica acta</jtitle><addtitle>HCA</addtitle><date>2015-04</date><risdate>2015</risdate><volume>98</volume><issue>4</issue><spage>509</spage><epage>514</epage><pages>509-514</pages><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>A stereoselective total synthesis of a naturally occurring cytotoxic styryl lactone, crassalactone A (1), has been accomplished. 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subjects | (−)-Diisopropyl D-tartrate Crassalactone A Cytotoxicity Grignard reaction Methane Methane, nitro nitro |
title | Stereoselective Total Synthesis of Crassalactone A, a Natural Cytotoxic Styryl Lactone |
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