Catalytic Asymmetric Hydroxymethylation of Silicon Enolates Using an Aqueous Solution of Formaldehyde with a Chiral Scandium Complex
Catalytic asymmetric hydroxymethylation of silicon enolates has been achieved. In this reaction, an aqueous solution of formaldehyde can be used to realize an easy and safe procedure, and high enantioselectivities have been obtained. This is the first example of catalytic asymmetric reactions in aqu...
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Veröffentlicht in: | Journal of the American Chemical Society 2004-10, Vol.126 (39), p.12236-12237 |
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container_title | Journal of the American Chemical Society |
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creator | Ishikawa, Shunpei Hamada, Tomoaki Manabe, Kei Kobayashi, Shū |
description | Catalytic asymmetric hydroxymethylation of silicon enolates has been achieved. In this reaction, an aqueous solution of formaldehyde can be used to realize an easy and safe procedure, and high enantioselectivities have been obtained. This is the first example of catalytic asymmetric reactions in aqueous media with a chiral scandium complex. |
doi_str_mv | 10.1021/ja047896i |
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In this reaction, an aqueous solution of formaldehyde can be used to realize an easy and safe procedure, and high enantioselectivities have been obtained. 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Am. Chem. Soc</addtitle><description>Catalytic asymmetric hydroxymethylation of silicon enolates has been achieved. In this reaction, an aqueous solution of formaldehyde can be used to realize an easy and safe procedure, and high enantioselectivities have been obtained. This is the first example of catalytic asymmetric reactions in aqueous media with a chiral scandium complex.</description><subject>Chemical reactivity</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Organic chemistry</subject><subject>Reactivity and mechanisms</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNptkEtvEzEURi0EoiGw4A8gb0BiMeDHvLyMRk2LiHilXVs3toc4eMapPSMy-_7wukpoNqx87_XRp08HobeUfKKE0c87IHlVi9I-QzNaMJIVlJXP0YwQwrKqLvkFehXjLq05q-lLdEGLvOAVL2bovoEB3DRYhRdx6jozhDReTzr4w5S27eRgsL7HvsVr66xK42Xv09FEfBtt_xtDjxd3o_FjxGvvxn_00ocOnDbbSRv81w5bDLjZ2gAOrxX02o4dbny3d-bwGr1owUXz5vTO0e3y8qa5zlbfr740i1UGvBJDJnKz2ShGOJTCKC4qIXTLeKFawVpWUV2TdKSiZQkiuq4M0YJvCs7rmrJC8zn6cMzdB58ax0F2NirjHPSP9WVZCsZpUjNHH4-gCj7GYFq5D7aDMElK5KNy-aQ8se9OoeOmM_pMnhwn4P0JgKjAtQF6ZeOZK2lJWM4Tlx05GwdzePqH8EeWFa8KefNjLa--_Vp-rZuV_HnOBRXlzo-hT-7-U_AB-kmleA</recordid><startdate>20041006</startdate><enddate>20041006</enddate><creator>Ishikawa, Shunpei</creator><creator>Hamada, Tomoaki</creator><creator>Manabe, Kei</creator><creator>Kobayashi, Shū</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20041006</creationdate><title>Catalytic Asymmetric Hydroxymethylation of Silicon Enolates Using an Aqueous Solution of Formaldehyde with a Chiral Scandium Complex</title><author>Ishikawa, Shunpei ; Hamada, Tomoaki ; Manabe, Kei ; Kobayashi, Shū</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-94ebbc203a69ec39799df235cf92f271d8039719f2c200d87e0d93b53388125d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Chemical reactivity</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Organic chemistry</topic><topic>Reactivity and mechanisms</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ishikawa, Shunpei</creatorcontrib><creatorcontrib>Hamada, Tomoaki</creatorcontrib><creatorcontrib>Manabe, Kei</creatorcontrib><creatorcontrib>Kobayashi, Shū</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ishikawa, Shunpei</au><au>Hamada, Tomoaki</au><au>Manabe, Kei</au><au>Kobayashi, Shū</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalytic Asymmetric Hydroxymethylation of Silicon Enolates Using an Aqueous Solution of Formaldehyde with a Chiral Scandium Complex</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. 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subjects | Chemical reactivity Chemistry Exact sciences and technology Organic chemistry Reactivity and mechanisms |
title | Catalytic Asymmetric Hydroxymethylation of Silicon Enolates Using an Aqueous Solution of Formaldehyde with a Chiral Scandium Complex |
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