Highly Enantioselective Aryl Additions of [AlAr3(thf)] to Ketones Catalyzed by a Titanium(IV) Catalyst of (S)-Binol
Chiral transfer: Novel asymmetric aryl transfers from [AlAr3(thf)] to a wide variety of ketones are catalyzed by an in situ generated titanium species with (S)‐binol as the chiral ligand. The reaction affords tertiary alcohols with enantioselectivities up to 97 % ee (see scheme). Binol=2,2′‐dihydrox...
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Veröffentlicht in: | Angewandte Chemie International Edition 2007-01, Vol.46 (28), p.5373-5376 |
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creator | Chen, Chien-An Wu, Kuo-Hui Gau, Han-Mou |
description | Chiral transfer: Novel asymmetric aryl transfers from [AlAr3(thf)] to a wide variety of ketones are catalyzed by an in situ generated titanium species with (S)‐binol as the chiral ligand. The reaction affords tertiary alcohols with enantioselectivities up to 97 % ee (see scheme). Binol=2,2′‐dihydroxy‐1,1′‐binaphthyl. |
doi_str_mv | 10.1002/anie.200701201 |
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The reaction affords tertiary alcohols with enantioselectivities up to 97 % ee (see scheme). Binol=2,2′‐dihydroxy‐1,1′‐binaphthyl.</description><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.200701201</identifier><identifier>PMID: 17554767</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>aluminum ; asymmetric synthesis ; Catalysis ; homogeneous catalysis ; ketones ; Ketones - chemical synthesis ; Ketones - chemistry ; Molecular Structure ; Organometallic Compounds - chemistry ; Stereoisomerism ; titanium ; Titanium - chemistry</subject><ispartof>Angewandte Chemie International Edition, 2007-01, Vol.46 (28), p.5373-5376</ispartof><rights>Copyright © 2007 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4471-2dc627facc3fedb5103bb25273c81ca4cfcedd42efe251ee77e158df2febe1093</citedby><cites>FETCH-LOGICAL-c4471-2dc627facc3fedb5103bb25273c81ca4cfcedd42efe251ee77e158df2febe1093</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.200701201$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.200701201$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17554767$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chen, Chien-An</creatorcontrib><creatorcontrib>Wu, Kuo-Hui</creatorcontrib><creatorcontrib>Gau, Han-Mou</creatorcontrib><title>Highly Enantioselective Aryl Additions of [AlAr3(thf)] to Ketones Catalyzed by a Titanium(IV) Catalyst of (S)-Binol</title><title>Angewandte Chemie International Edition</title><addtitle>Angewandte Chemie International Edition</addtitle><description>Chiral transfer: Novel asymmetric aryl transfers from [AlAr3(thf)] to a wide variety of ketones are catalyzed by an in situ generated titanium species with (S)‐binol as the chiral ligand. The reaction affords tertiary alcohols with enantioselectivities up to 97 % ee (see scheme). Binol=2,2′‐dihydroxy‐1,1′‐binaphthyl.</description><subject>aluminum</subject><subject>asymmetric synthesis</subject><subject>Catalysis</subject><subject>homogeneous catalysis</subject><subject>ketones</subject><subject>Ketones - chemical synthesis</subject><subject>Ketones - chemistry</subject><subject>Molecular Structure</subject><subject>Organometallic Compounds - chemistry</subject><subject>Stereoisomerism</subject><subject>titanium</subject><subject>Titanium - chemistry</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM1v0zAYhy3ExMbgyhH5hNpDOn_EcXLMSrd2m8aB8SEhZDn2a2ZwkxG7G-GvJ1WrwY3Ta71-fo9e_RB6RcmMEsJOdOthxgiRhDJCn6AjKhjNuJT86fjOOc9kKegheh7j95EvS1I8Q4dUCpHLQh6huPTfbsOAF61uk-8iBDDJ3wOu-yHg2lo_btuIO4e_1KHu-STduulXnDp8CalrIeK5TjoMv8HiZsAa3_g0HrVZT1Yfp_u_mLb5yftpdurbLrxAB06HCC_38xh9OFvczJfZ1bvz1by-ykyeS5oxawomnTaGO7CNoIQ3DRNMclNSo3PjDFibM3DABAWQEqgorWMOGqCk4sfozc5713c_NxCTWvtoIATdQreJSpKirKoyH8HZDjR9F2MPTt31fq37QVGitjWrbc3qseYx8Hpv3jRrsH_xfa8jUO2ABx9g-I9O1derxb_ybJf1McGvx6zuf6jRLIX6dH2uTmWxPPv89kJV_A-w1ZkH</recordid><startdate>20070101</startdate><enddate>20070101</enddate><creator>Chen, Chien-An</creator><creator>Wu, Kuo-Hui</creator><creator>Gau, Han-Mou</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20070101</creationdate><title>Highly Enantioselective Aryl Additions of [AlAr3(thf)] to Ketones Catalyzed by a Titanium(IV) Catalyst of (S)-Binol</title><author>Chen, Chien-An ; Wu, Kuo-Hui ; Gau, Han-Mou</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4471-2dc627facc3fedb5103bb25273c81ca4cfcedd42efe251ee77e158df2febe1093</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>aluminum</topic><topic>asymmetric synthesis</topic><topic>Catalysis</topic><topic>homogeneous catalysis</topic><topic>ketones</topic><topic>Ketones - chemical synthesis</topic><topic>Ketones - chemistry</topic><topic>Molecular Structure</topic><topic>Organometallic Compounds - chemistry</topic><topic>Stereoisomerism</topic><topic>titanium</topic><topic>Titanium - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Chien-An</creatorcontrib><creatorcontrib>Wu, Kuo-Hui</creatorcontrib><creatorcontrib>Gau, Han-Mou</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</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>Chen, Chien-An</au><au>Wu, Kuo-Hui</au><au>Gau, Han-Mou</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Highly Enantioselective Aryl Additions of [AlAr3(thf)] to Ketones Catalyzed by a Titanium(IV) Catalyst of (S)-Binol</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angewandte Chemie International Edition</addtitle><date>2007-01-01</date><risdate>2007</risdate><volume>46</volume><issue>28</issue><spage>5373</spage><epage>5376</epage><pages>5373-5376</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Chiral transfer: Novel asymmetric aryl transfers from [AlAr3(thf)] to a wide variety of ketones are catalyzed by an in situ generated titanium species with (S)‐binol as the chiral ligand. The reaction affords tertiary alcohols with enantioselectivities up to 97 % ee (see scheme). Binol=2,2′‐dihydroxy‐1,1′‐binaphthyl.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>17554767</pmid><doi>10.1002/anie.200701201</doi><tpages>4</tpages></addata></record> |
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subjects | aluminum asymmetric synthesis Catalysis homogeneous catalysis ketones Ketones - chemical synthesis Ketones - chemistry Molecular Structure Organometallic Compounds - chemistry Stereoisomerism titanium Titanium - chemistry |
title | Highly Enantioselective Aryl Additions of [AlAr3(thf)] to Ketones Catalyzed by a Titanium(IV) Catalyst of (S)-Binol |
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