Nonlinear Effects in Asymmetric Synthesis and Stereoselective Reactions: Ten Years of Investigation
Who would have thought before 1986 that an enantiomerically impure catalyst could give a product in an asymmetric synthesis with an enantiomeric excess higher than that of the catalyst? Until then it was assumed that the ee value of the product (eeprod) from an asymmetric synthesis was linearly corr...
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| Veröffentlicht in: | Angewandte Chemie International Edition 1998-11, Vol.37 (21), p.2922-2959 |
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| container_title | Angewandte Chemie International Edition |
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| creator | Girard, Christian Kagan, Henri B. |
| description | Who would have thought before 1986 that an enantiomerically impure catalyst could give a product in an asymmetric synthesis with an enantiomeric excess higher than that of the catalyst? Until then it was assumed that the ee value of the product (eeprod) from an asymmetric synthesis was linearly correlated to the ee value of the chiral auxiliary (eeaux)—in fact a large deviation is possible (see diagram). These nonlinear effects are not only of academic interest since they have a variety of practical uses, which are highlighted in this review. |
| doi_str_mv | 10.1002/(SICI)1521-3773(19981116)37:21<2922::AID-ANIE2922>3.0.CO;2-1 |
| format | Article |
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These nonlinear effects are not only of academic interest since they have a variety of practical uses, which are highlighted in this review.</description><subject>Asymmetric amplification</subject><subject>Asymmetric catalysis</subject><subject>Asymmetric synthesis</subject><subject>Autocatalysis</subject><subject>Chiral auxiliaries</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1998</creationdate><recordtype>article</recordtype><recordid>eNqNkdFv0zAQxiMEYmPwLyA_dg8pvnMTJwUhVV03gqYW0aEJhHS4zgUCaTLidFv_exx17QtC4sl358_fz7ovCM5ADkFKfDVYZtPsFCKEUGmtBpCmCQDEp0qPEd5gijgeT7KzcDLPZn33Vg3lcLp4jSE8Co4PDx_7eqRUqJMIjoJnzv307kki46fBEabaW47gOLDzpq7Kmk0rZkXBtnOirMXEbddr7trSiuW27n6wK50wdS6WHbfcOK68srxl8ZGNL5rajcUV1-Kz93GiKURW37Lryu-mv3wePClM5fjFw3kSfDqfXU3fhZeLi2w6uQxtpAFDtGC0xZUBm0g5itnmxhiGXBWs0zTK8xEmOgIzkolM0OQcwQpWCAkiFlark2Cw871pm98bz6d16SxXlam52ThCqZTSsYrRS7_upLZtnGu5oJu2XJt2SyCpj4Goj4H6bVK_TdrH4Dvys37xRD4G2sdAiiRNF4QE3v7lw082qzXnB_P93r3g205wV1a8_Qv-H-x_oA8zjwh3iNJ1fH9AmPYXxVrpiK7nF_Thy3n8_nqJlKg_RQa09g</recordid><startdate>19981116</startdate><enddate>19981116</enddate><creator>Girard, Christian</creator><creator>Kagan, Henri B.</creator><general>WILEY-VCH Verlag GmbH</general><general>WILEY‐VCH Verlag GmbH</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>19981116</creationdate><title>Nonlinear Effects in Asymmetric Synthesis and Stereoselective Reactions: Ten Years of Investigation</title><author>Girard, Christian ; Kagan, Henri B.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5712-2c1a7c2ba1c80046ecdaaae1d3fe7995dd428751a408082ade51b1b218222fc73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1998</creationdate><topic>Asymmetric amplification</topic><topic>Asymmetric catalysis</topic><topic>Asymmetric synthesis</topic><topic>Autocatalysis</topic><topic>Chiral auxiliaries</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Girard, Christian</creatorcontrib><creatorcontrib>Kagan, Henri B.</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Girard, Christian</au><au>Kagan, Henri B.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Nonlinear Effects in Asymmetric Synthesis and Stereoselective Reactions: Ten Years of Investigation</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angewandte Chemie International Edition</addtitle><date>1998-11-16</date><risdate>1998</risdate><volume>37</volume><issue>21</issue><spage>2922</spage><epage>2959</epage><pages>2922-2959</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Who would have thought before 1986 that an enantiomerically impure catalyst could give a product in an asymmetric synthesis with an enantiomeric excess higher than that of the catalyst? 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| language | eng |
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| source | Wiley Journals |
| subjects | Asymmetric amplification Asymmetric catalysis Asymmetric synthesis Autocatalysis Chiral auxiliaries |
| title | Nonlinear Effects in Asymmetric Synthesis and Stereoselective Reactions: Ten Years of Investigation |
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