2-Chlorotetrafluoroethanesulfinamide Induced Diastereoselective Three-Component Aminoallylation of Aldehydes
The diastereoselective three-component reaction of aldehydes, allyl bromide, and (S)-2-chlorotetrafluoroethancsulfinamide was achieved in the presence of zinc powder and titanium(IV) isopropoxide. Compared to (S)-tert-butanesulfinamide, the reaction used zinc powder instead of indium and better resu...
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Veröffentlicht in: | Chinese journal of chemistry 2011-12, Vol.29 (12), p.2722-2726 |
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description | The diastereoselective three-component reaction of aldehydes, allyl bromide, and (S)-2-chlorotetrafluoroethancsulfinamide was achieved in the presence of zinc powder and titanium(IV) isopropoxide. Compared to (S)-tert-butanesulfinamide, the reaction used zinc powder instead of indium and better results were obtained with aromatic aldehydes. Moreover, opposite stereoselectivity is observed. |
doi_str_mv | 10.1002/cjoc.201100134 |
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Compared to (S)-tert-butanesulfinamide, the reaction used zinc powder instead of indium and better results were obtained with aromatic aldehydes. Moreover, opposite stereoselectivity is observed.</description><identifier>ISSN: 1001-604X</identifier><identifier>EISSN: 1614-7065</identifier><identifier>DOI: 10.1002/cjoc.201100134</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>2-chlorotetrafluoroethanesulfinamide ; allylation ; amines ; asymmetric synthesis ; chiral auxiliary ; 三分量 ; 三组分 ; 异丙醇 ; 烯丙基溴 ; 立体观察 ; 芳香醛 ; 诱导 ; 非对映选择性</subject><ispartof>Chinese journal of chemistry, 2011-12, Vol.29 (12), p.2722-2726</ispartof><rights>Copyright © 2011 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2011 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. 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Compared to (S)-tert-butanesulfinamide, the reaction used zinc powder instead of indium and better results were obtained with aromatic aldehydes. Moreover, opposite stereoselectivity is observed.</description><subject>2-chlorotetrafluoroethanesulfinamide</subject><subject>allylation</subject><subject>amines</subject><subject>asymmetric synthesis</subject><subject>chiral auxiliary</subject><subject>三分量</subject><subject>三组分</subject><subject>异丙醇</subject><subject>烯丙基溴</subject><subject>立体观察</subject><subject>芳香醛</subject><subject>诱导</subject><subject>非对映选择性</subject><issn>1001-604X</issn><issn>1614-7065</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqFkEtv3CAURq0olfJotl27ytpTHjaY5chtHm3USHl2hyi-xEwYmICdZv59iSYaZZcV96Jz4NNXFF8wmmGEyDe9CHpGEM4LpvVOsY8ZriuOWLOb53xZMVT_2SsOUlpknnPC9gtHqm5wIYYRxqiMm_II46A8pMkZ69XS9lCe-37S0JffrUojRAgJHOjRPkN5M0SAqgvLVfDgx3K-tD4o59ZOjTb4Mphy7noY1j2kz8Uno1yCo7fzsLg9-XHTnVUXl6fn3fyi0jXJkQX7a5hoeqWJaTljqG0N7oUifYtrUBQ0ECQI0kIg3DCBcSOMpsjkhQJV9LA43ry7iuFpgjTKRZiiz19KzBmnNaGUZ2q2oXQMKUUwchXtUsW1xEi-NipfG5XbRrMgNsI_62D9AS27n5fde7fauDYX-LJ1VXyUORBv5P3vU9lyes2u7q7kr8x_fQs3BP_wZP3D1qkRbhvc1vQ_jZuWUQ</recordid><startdate>201112</startdate><enddate>201112</enddate><creator>刘丽娟 刘金涛</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>2RA</scope><scope>92L</scope><scope>CQIGP</scope><scope>~WA</scope><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201112</creationdate><title>2-Chlorotetrafluoroethanesulfinamide Induced Diastereoselective Three-Component Aminoallylation of Aldehydes</title><author>刘丽娟 刘金涛</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4214-96bf695dac2f8766088f1d9a2d814ea3ece20920c99015691159fc30f1563e3a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>2-chlorotetrafluoroethanesulfinamide</topic><topic>allylation</topic><topic>amines</topic><topic>asymmetric synthesis</topic><topic>chiral auxiliary</topic><topic>三分量</topic><topic>三组分</topic><topic>异丙醇</topic><topic>烯丙基溴</topic><topic>立体观察</topic><topic>芳香醛</topic><topic>诱导</topic><topic>非对映选择性</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>刘丽娟 刘金涛</creatorcontrib><collection>中文科技期刊数据库</collection><collection>中文科技期刊数据库-CALIS站点</collection><collection>中文科技期刊数据库-7.0平台</collection><collection>中文科技期刊数据库- 镜像站点</collection><collection>Istex</collection><collection>CrossRef</collection><jtitle>Chinese journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>刘丽娟 刘金涛</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>2-Chlorotetrafluoroethanesulfinamide Induced Diastereoselective Three-Component Aminoallylation of Aldehydes</atitle><jtitle>Chinese journal of chemistry</jtitle><addtitle>Chinese Journal of Chemistry</addtitle><date>2011-12</date><risdate>2011</risdate><volume>29</volume><issue>12</issue><spage>2722</spage><epage>2726</epage><pages>2722-2726</pages><issn>1001-604X</issn><eissn>1614-7065</eissn><abstract>The diastereoselective three-component reaction of aldehydes, allyl bromide, and (S)-2-chlorotetrafluoroethancsulfinamide was achieved in the presence of zinc powder and titanium(IV) isopropoxide. 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subjects | 2-chlorotetrafluoroethanesulfinamide allylation amines asymmetric synthesis chiral auxiliary 三分量 三组分 异丙醇 烯丙基溴 立体观察 芳香醛 诱导 非对映选择性 |
title | 2-Chlorotetrafluoroethanesulfinamide Induced Diastereoselective Three-Component Aminoallylation of Aldehydes |
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