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Development of Chiral Catalysts by Asymmetric Activation for Highly Enantioselective Diethylzinc Addition to Imines
Abstract Based on the asymmetric activation concept, a library of chiral zinc complexes in situ formed by the combination of diimines derived from chiral 1,2-diphenyl-ethanene-1,2-diamine, BINOL derivatives, and diethylzinc are evaluated in the asymmetric addition of diethylzinc to N-acylimines. In...
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Published in: | Synlett 2005-03, Vol.2005 (4), p.615-618 |
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container_end_page | 618 |
container_issue | 4 |
container_start_page | 615 |
container_title | Synlett |
container_volume | 2005 |
creator | Zhang, Hai-Le Liu, Hua Cui, Xin Mi, Ai-Qiao Jiang, Yao-Zhong Gong, Liu-Zhu |
description | Abstract
Based on the asymmetric activation concept, a library of chiral zinc complexes in situ formed by the combination of diimines derived from chiral 1,2-diphenyl-ethanene-1,2-diamine, BINOL derivatives, and diethylzinc are evaluated in the asymmetric addition of diethylzinc to N-acylimines. In the presence of 10 mol% L3ZNA1, high enantioselectivities and yields were provided for a wide range of aromatic imines in 1,2-dichloroethane at -25 °C. |
doi_str_mv | 10.1055/s-2005-863709 |
format | article |
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Based on the asymmetric activation concept, a library of chiral zinc complexes in situ formed by the combination of diimines derived from chiral 1,2-diphenyl-ethanene-1,2-diamine, BINOL derivatives, and diethylzinc are evaluated in the asymmetric addition of diethylzinc to N-acylimines. In the presence of 10 mol% L3ZNA1, high enantioselectivities and yields were provided for a wide range of aromatic imines in 1,2-dichloroethane at -25 °C.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-2005-863709</identifier><language>eng</language><subject>letter</subject><ispartof>Synlett, 2005-03, Vol.2005 (4), p.615-618</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2005-863709.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2005-863709$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3004,3005,27901,27902,54534,54535</link.rule.ids></links><search><creatorcontrib>Zhang, Hai-Le</creatorcontrib><creatorcontrib>Liu, Hua</creatorcontrib><creatorcontrib>Cui, Xin</creatorcontrib><creatorcontrib>Mi, Ai-Qiao</creatorcontrib><creatorcontrib>Jiang, Yao-Zhong</creatorcontrib><creatorcontrib>Gong, Liu-Zhu</creatorcontrib><title>Development of Chiral Catalysts by Asymmetric Activation for Highly Enantioselective Diethylzinc Addition to Imines</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract
Based on the asymmetric activation concept, a library of chiral zinc complexes in situ formed by the combination of diimines derived from chiral 1,2-diphenyl-ethanene-1,2-diamine, BINOL derivatives, and diethylzinc are evaluated in the asymmetric addition of diethylzinc to N-acylimines. In the presence of 10 mol% L3ZNA1, high enantioselectivities and yields were provided for a wide range of aromatic imines in 1,2-dichloroethane at -25 °C.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNp1kLFOwzAQhi0EEqUwsvsBMNhxHcdjlZa2UiUWmC3HuRBXTlLZplJ4elLKynTSf99_On0IPTL6zKgQL5FklApS5FxSdYVmbMHlFKn8Gs2o4jkRGVvcorsYD5SyRaHoDMUVnMAPxw76hIcGl60LxuPSJOPHmCKuRryMY9dBCs7ipU3uZJIbetwMAW_dZ-tHvO5NP2URPJz3gFcOUjv6b9dPlbp2v4U04F3neoj36KYxPsLD35yjj9f1e7kl-7fNrlzuic04TaRmghtpoaihyplRtjaVaFQhRQaVZIxltbCysIoZk2e5EpIXmSpMxZucUy75HJHLXRuGGAM0-hhcZ8KoGdVnYzrqszF9MTbxTxc-tQ460IfhK_TTg__gPxCybk8</recordid><startdate>20050304</startdate><enddate>20050304</enddate><creator>Zhang, Hai-Le</creator><creator>Liu, Hua</creator><creator>Cui, Xin</creator><creator>Mi, Ai-Qiao</creator><creator>Jiang, Yao-Zhong</creator><creator>Gong, Liu-Zhu</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20050304</creationdate><title>Development of Chiral Catalysts by Asymmetric Activation for Highly Enantioselective Diethylzinc Addition to Imines</title><author>Zhang, Hai-Le ; Liu, Hua ; Cui, Xin ; Mi, Ai-Qiao ; Jiang, Yao-Zhong ; Gong, Liu-Zhu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c230t-d153a7ce8deb61a9cdab5f98752eb71112d5c78c91aa62695738298ab3f630373</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Hai-Le</creatorcontrib><creatorcontrib>Liu, Hua</creatorcontrib><creatorcontrib>Cui, Xin</creatorcontrib><creatorcontrib>Mi, Ai-Qiao</creatorcontrib><creatorcontrib>Jiang, Yao-Zhong</creatorcontrib><creatorcontrib>Gong, Liu-Zhu</creatorcontrib><collection>CrossRef</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Hai-Le</au><au>Liu, Hua</au><au>Cui, Xin</au><au>Mi, Ai-Qiao</au><au>Jiang, Yao-Zhong</au><au>Gong, Liu-Zhu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Development of Chiral Catalysts by Asymmetric Activation for Highly Enantioselective Diethylzinc Addition to Imines</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2005-03-04</date><risdate>2005</risdate><volume>2005</volume><issue>4</issue><spage>615</spage><epage>618</epage><pages>615-618</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract
Based on the asymmetric activation concept, a library of chiral zinc complexes in situ formed by the combination of diimines derived from chiral 1,2-diphenyl-ethanene-1,2-diamine, BINOL derivatives, and diethylzinc are evaluated in the asymmetric addition of diethylzinc to N-acylimines. In the presence of 10 mol% L3ZNA1, high enantioselectivities and yields were provided for a wide range of aromatic imines in 1,2-dichloroethane at -25 °C.</abstract><doi>10.1055/s-2005-863709</doi><tpages>4</tpages></addata></record> |
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title | Development of Chiral Catalysts by Asymmetric Activation for Highly Enantioselective Diethylzinc Addition to Imines |
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